Based on VarLogDistupgradeMainlog.txt, I think this is a duplicate of bug 1988299:
2022-09-08 07:03:36,673 DEBUG Free space on /: 199253831680
2022-09-08 07:03:36,673 DEBUG Dir /usr mounted on /
2022-09-08 07:03:36,673 DEBUG Dir /var mounted on /
2022-09-08 07:03:36,673 DEBUG Free space on /boot: 533299200
2022-09-08 07:03:36,674 DEBUG Dir /var/cache/apt/archives mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /home mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG fs_free contains: '{'/': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/usr': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/var': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/boot': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc280>, '/var/cache/apt/archives': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/tmp': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/home': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>}'
2022-09-08 07:03:37,015 DEBUG linux-image-5.15.0-43-generic (new-install) added with 18963504 to boot space
2022-09-08 07:03:37,015 DEBUG linux-image-5.15.0-46-generic (new-install) added with 18963504 to boot space
2022-09-08 07:03:37,015 DEBUG linux-image-5.15.0-47-generic (new-install) added with 18963504 to boot space
2022-09-08 07:03:38,770 DEBUG dir '/var/cache/apt/archives' needs '1798304646' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (199253831680.000000)
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '1277267968' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (197455527034.000000)
2022-09-08 07:03:38,771 DEBUG dir '/var' needs '185757696' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (196178259066.000000)
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '52428800' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195992501370.000000)
2022-09-08 07:03:38,771 DEBUG dir '/boot' needs '574783150.2' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc280>' (533299200.000000)
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '5242880' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195940072570.000000)
2022-09-08 07:03:38,771 DEBUG dir '/' needs '10485760' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195934829690.000000)
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '0.0' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195924343930.000000)
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '0.0' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195924343930.000000)
2022-09-08 07:03:38,771 ERROR Not enough free space: ['/boot']2022-09-08 07:03:36,673 DEBUG Free space on /: 199253831680
2022-09-08 07:03:36,673 DEBUG Dir /usr mounted on /
2022-09-08 07:03:36,673 DEBUG Dir /var mounted on /
2022-09-08 07:03:36,673 DEBUG Free space on /boot: 533299200
2022-09-08 07:03:36,674 DEBUG Dir /var/cache/apt/archives mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /home mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG fs_free contains: '{'/': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/usr': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/var': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/boot': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc280>, '/var/cache/apt/archives': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/tmp': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>, '/home': <DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>}'
2022-09-08 07:03:37,015 DEBUG linux-image-5.15.0-43-generic (new-install) added with 18963504 to boot space
2022-09-08 07:03:37,015 DEBUG linux-image-5.15.0-46-generic (new-install) added with 18963504 to boot space
2022-09-08 07:03:37,015 DEBUG linux-image-5.15.0-47-generic (new-install) added with 18963504 to boot space
2022-09-08 07:03:38,770 DEBUG dir '/var/cache/apt/archives' needs '1798304646' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (199253831680.000000)
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '1277267968' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (197455527034.000000)
2022-09-08 07:03:38,771 DEBUG dir '/var' needs '185757696' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (196178259066.000000)
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '52428800' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195992501370.000000)
2022-09-08 07:03:38,771 DEBUG dir '/boot' needs '574783150.2' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc280>' (533299200.000000)
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '5242880' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195940072570.000000)
2022-09-08 07:03:38,771 DEBUG dir '/' needs '10485760' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195934829690.000000)
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '0.0' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195924343930.000000)
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '0.0' of '<DistUpgrade.DistUpgradeCache.MyCache.checkFreeSpace.<locals>.FreeSpace object at 0x7f6fe88fc2b0>' (195924343930.000000)
2022-09-08 07:03:38,771 ERROR Not enough free space: ['/boot']
Based on VarLogDistupgra deMainlog. txt, I think this is a duplicate of bug 1988299:
2022-09-08 07:03:36,673 DEBUG Free space on /: 199253831680 apt/archives mounted on / DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/usr': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/var': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/boot': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc280>, '/var/cache/ apt/archives' : <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/tmp': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/home': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>}' 5.15.0- 43-generic (new-install) added with 18963504 to boot space 5.15.0- 46-generic (new-install) added with 18963504 to boot space 5.15.0- 47-generic (new-install) added with 18963504 to boot space apt/archives' needs '1798304646' of '<DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (199253831680. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (197455527034. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (196178259066. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195992501370. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc280>' (533299200.000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195940072570. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195934829690. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195924343930. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195924343930. 000000) apt/archives mounted on / DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/usr': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/var': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/boot': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc280>, '/var/cache/ apt/archives' : <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/tmp': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>, '/home': <DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>}' 5.15.0- 43-generic (new-install) added with 18963504 to boot space 5.15.0- 46-generic (new-install) added with 18963504 to boot space 5.15.0- 47-generic (new-install) added with 18963504 to boot space apt/archives' needs '1798304646' of '<DistUpgrade. DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (199253831680. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (197455527034. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (196178259066. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195992501370. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc280>' (533299200.000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195940072570. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195934829690. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195924343930. 000000) DistUpgradeCach e.MyCache. checkFreeSpace. <locals> .FreeSpace object at 0x7f6fe88fc2b0>' (195924343930. 000000)
2022-09-08 07:03:36,673 DEBUG Dir /usr mounted on /
2022-09-08 07:03:36,673 DEBUG Dir /var mounted on /
2022-09-08 07:03:36,673 DEBUG Free space on /boot: 533299200
2022-09-08 07:03:36,674 DEBUG Dir /var/cache/
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /home mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG fs_free contains: '{'/': <DistUpgrade.
2022-09-08 07:03:37,015 DEBUG linux-image-
2022-09-08 07:03:37,015 DEBUG linux-image-
2022-09-08 07:03:37,015 DEBUG linux-image-
2022-09-08 07:03:38,770 DEBUG dir '/var/cache/
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '1277267968' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/var' needs '185757696' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '52428800' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/boot' needs '574783150.2' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '5242880' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/' needs '10485760' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '0.0' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '0.0' of '<DistUpgrade.
2022-09-08 07:03:38,771 ERROR Not enough free space: ['/boot']2022-09-08 07:03:36,673 DEBUG Free space on /: 199253831680
2022-09-08 07:03:36,673 DEBUG Dir /usr mounted on /
2022-09-08 07:03:36,673 DEBUG Dir /var mounted on /
2022-09-08 07:03:36,673 DEBUG Free space on /boot: 533299200
2022-09-08 07:03:36,674 DEBUG Dir /var/cache/
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /home mounted on /
2022-09-08 07:03:36,674 DEBUG Dir /tmp mounted on /
2022-09-08 07:03:36,674 DEBUG fs_free contains: '{'/': <DistUpgrade.
2022-09-08 07:03:37,015 DEBUG linux-image-
2022-09-08 07:03:37,015 DEBUG linux-image-
2022-09-08 07:03:37,015 DEBUG linux-image-
2022-09-08 07:03:38,770 DEBUG dir '/var/cache/
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '1277267968' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/var' needs '185757696' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '52428800' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/boot' needs '574783150.2' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '5242880' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/' needs '10485760' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/tmp' needs '0.0' of '<DistUpgrade.
2022-09-08 07:03:38,771 DEBUG dir '/usr' needs '0.0' of '<DistUpgrade.
2022-09-08 07:03:38,771 ERROR Not enough free space: ['/boot']