- Nickel-Catalyzed Selective Decarbonylation of α-Amino Acid Thioester: Aminomethylation of Mercaptans
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The nickel-catalyzed aminomethylation of mercaptans has been disclosed that offers efficient and expedient access to synthesize α-aminosulfides. The intramolecular fragment coupling shows excellent chemoselectivity. This transformation shows good functional-group compatibility, tolerates a wide range of electron-withdrawing, electron-neutral, and electron-donating substituents in this process, and can serve as a powerful synthetic tool for the synthesis of α-aminosulfides at a gram scale. Thus, the newly developed methodology enables a facile route for C-S bond formation in a straightforward fashion.
- Zhou, Jing-Ya,Tian, Rui,Zhu, Yong-Ming
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p. 12148 - 12157
(2021/09/07)
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- Synthesis and Conformational Analysis of Dibenzodithiocin Derivatives
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N-(3,4-Dialkoxyphenylthiomethyl)aroylamides (1a, b) reacted with phosphoryl chloride to give not only the expected 4H- and 2H-1,3-benzothiazine derivatives (4a, b and 5a, b), but also dibenzodithiocins of new (dibenzodithiocins 2a, b) and known (dibenzodithiocins 3a, b) types.The analogous reaction of the 4-methylaroylamide 8a furnished the 4H-1,3-benzothiazine 9a, the dibenzodithiocin derivative 10a and benzonitrile.In contrast, 8b (the chloro analogue of 8a) furnished only benzonitrile and bis(4-chlorophenylmercapto)methane (11).The structures of the new compounds were confirmed by IR, 1H and 13C NMR, and (in part) by mass spectrometry.Temperature-dependent 1H NMR studies were used for the conformational analysis of 2a and its disulphone 6a; the nature and free enthalpies of activation of the two different conformational motions occuring at higher temperatures were determined.KEY WORDS - Dibenzodithiocins Synthesis 1H and 13C NMR Conformation Structural isomerism
- Sohar, P.,Koevesdi, I.,Szabo, J.,Katocs, A,Fodor, L.,et al.
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p. 760 - 766
(2007/10/02)
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- REACTION OF SULFOXIDES WITH NITRILES IN PRESENCE OF TRIFLUOROACETIC ANHYDRIDE AND TRIFLUOROACETIC ACID: A CASE OF RITTER REACTION OF PUMMERER INTERMEDIATE
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Reaction of various sulfoxides 9, with nitriles 10 in presence of trifluoroacetic anhydride and trifluoroacetic acid gave the corresponding amides 11 via a Ritter reaction on Pummerer intermediate derived from the sulfoxides.
- Vankar, Yashwant D.,Rao, C. Trinadha
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p. 3405 - 3410
(2007/10/02)
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