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Practical N-Hydroxyphthalimide-Mediated Oxidation of Sulfonamides to N-Sulfonylimines.

ABSTRACT: A new method to prepare sulfonylimines through the oxidation of sulfonamides mediated by N-hydroxyphthalimide under mild conditions has been developed. Compared to reported oxidation methods, broader substrates scope and milder conditions were achieved in our method. Importantly, this oxidation method can afford N-sulfonyl enaminones using Mannich products as starting materials. Additionally, the one-pot Friedel-Crafts arylation reaction of unseparated N-sulfonylimine formed in our system with 1,3,5-trimethoxybenzene was successful without any additional catalyst.

SUBMITTER: Wang J

PROVIDER: S-EPMC6832120 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Practical N-Hydroxyphthalimide-Mediated Oxidation of Sulfonamides to N-Sulfonylimines.

Wang Jian J Yi Wen-Jing WJ

Molecules (Basel, Switzerland) 20191019 20

A new method to prepare sulfonylimines through the oxidation of sulfonamides mediated by N-hydroxyphthalimide under mild conditions has been developed. Compared to reported oxidation methods, broader substrates scope and milder conditions were achieved in our method. Importantly, this oxidation method can afford N-sulfonyl enaminones using Mannich products as starting materials. Additionally, the one-pot Friedel-Crafts arylation reaction of unseparated N-sulfonylimine formed ...[more]

PMID: 31635092

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