13841-66-2Relevant articles and documents
ESTERIFICATION OF ISONICOTINIC ACID WITH A CATION-EXCHANGE RESIN IN THE SYNTHESIS OF ISONICOTINIC HYDRAZINE
Karpman, Ya. S.,Yakhontov, L. N.
, p. 199 - 202 (1980)
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Dinuclear manganese alkoxide complexes as catalysts for C-N bond cleavage of simple tertiary: N, N -dialkylamides to give esters
Nagae, Haruki,Hirai, Takahiro,Kato, Daiki,Soma, Shusei,Akebi, Shin-Ya,Mashima, Kazushi
, p. 2860 - 2868 (2019/03/13)
Amide bonds are stable due to the resonance between the nitrogen lone pair and the carbonyl moiety, and therefore the chemical transformation of amides, especially tertiary amides, involving C-N bond fission is considered one of the most difficult organic reactions, unavoidably requiring harsh reaction conditions and strong acids or bases. We report the catalytic C-N bond cleavage of simple tertiary N,N-dialkylamides to give corresponding esters using a catalyst system (2 mol% based on Mn atoms) of a tetranuclear manganese alkoxide, [Mn(acac)(OEt)(EtOH)]4 (1c), combined with four equivalents of 4,7-bis(dimethylamino)-1,10-phenanthroline (L1: Me2N-Phen). Regarding the reaction mechanism, we isolated a dinuclear manganese complex, [Mn(acac)(OEt)(Phen)]2 (6c), which was revealed as the catalytically active species for the esterification of tertiary amides.
Highly selective monomethylation of primary amines through host-guest product sequestration
Yebeutchou, Roger M.,Dalcanale, Enrico
supporting information; experimental part, p. 2452 - 2453 (2009/09/08)
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