Tetrahedron Letters p. 2121 - 2124 (1983)
Update date:2022-08-03
Topics:
Ballester, M.
Riera, J.
Castaner, J.
Onrubia, C.
Ubierna, J. J.
The alkaline hydrolysis of amides p-(RCH2NHCO)-C6Cl4-C(C6Cl5)2 (R, CO2Et or CO2H) occurs via methylene-nitrogen bond cleavage.Under the given conditions, the amide group in the corresponding non-radical, triarylmethane species, and in 4-(benzylcarbamoyl)tetradecachlorotriphenylmethyl radical, does not undergo any hydrolysis.That abnormal cleavage is traced therefore to the radical character.
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(1986)Doi:10.1021/jo801069g
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(2003)Doi:10.1016/j.tetlet.2008.07.031
(2008)
