Organocatalytic Asymmetric Sulfa‐Michael Addition of 2‐Aminothiophenols to Chalcones: First Enantioselective Access to 2,3,4,5‐Tetrahydro‐1,5‐benzothiazepines
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DOI: 10.1002/ejoc.201601364
Abstract: 1,5-Benzothiazepine frameworks are highly relevant in medicinal chemistry. Reported catalytic asymmetric approaches to these scaffolds have targeted 2,3-dihydro-1,5-benzothiazepin-4-ones, leaving the corresponding amines (2,3,4,5-tetrahydro-1,5-benzo-thiazepines) out of reach. Herein, we present the first entry to these important… read more here.
Keywords: addition aminothiophenols; sulfa michael; michael addition; chemistry ... See more keywords
Sulfa-Michael Addition on Dehydroalanine: A Versatile Reaction for Protein Modifications.
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DOI: 10.1021/acs.orglett.4c02970
Abstract: Chemical modification of proteins has been widely applied in diagnostic and therapeutic processes. Here, we report a novel bioconjugation between sulfinic acids and amino acid dehydroalanine (Dha) in the context of both small molecules and… read more here.
Keywords: sulfa michael; michael addition; versatile reaction; addition dehydroalanine ... See more keywords
Organocatalytic sulfa-Michael/aldol cascade: constructing functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter
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DOI: 10.1039/c8ra04325f
Abstract: A practical sulfa-Michael/aldol cascade reaction of 1,4-dithiane-2,5-diol and α-aryl-β-nitroacrylates has been developed, which allows efficient access to functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter in moderate to good yields with high enantioselectivities. read more here.
Keywords: aldol cascade; dihydrothiophenes bearing; sulfa michael; functionalized dihydrothiophenes ... See more keywords
Catalyst-free sulfa-Michael addition of pyrimidine-2-thiol to nitroolefins
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DOI: 10.1080/17415993.2017.1369541
Abstract: ABSTRACT Catalyst-free sulfa-Michael addition of pyrimidine-2-thiol to nitroolefins is described. A series of 2-((2-nitro-1-arylethyl)thio)pyrimidines were efficiently synthesized. The protocol has advantages of wide range of substituents tolerance, no catalyst, additives and bases, mild condition, and… read more here.
Keywords: addition pyrimidine; pyrimidine thiol; sulfa michael; free sulfa ... See more keywords