Synthesis of 1,2-Benzothiazines by a Rhodium-Catalyzed Domino C-H Activation/Cyclization/Elimination Process from S-Aryl Sulfoximines and Pyridotriazoles

被引：92

作者：

Jeon, Woo Hyung ^{[1
]}

Son, Jeong-Yu ^{[1
]}

Kim, Ji Eun ^{[1
]}

Lee, Phil Ho ^{[1
]}

机构：

[1] Kangwon Natl Univ, Dept Chem, Natl Creat Res Initiat Ctr Catalyt Organ React, Chunchon 24341, South Korea

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 14期

基金：

新加坡国家研究基金会;

关键词：

N-SULFONYL AZIDES; TERMINAL ALKYNES; FLUORINATED SULFOXIMINES; TRANSANNULATION REACTION; ASYMMETRIC CATALYSIS; CHIRAL SULFUR; RING-SYSTEMS; ARYLATION; NITROGEN; DERIVATIVES;

D O I：

10.1021/acs.orglett.6b01750

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the synthesis of a large number of 1,2-benzothiazines bearing pyridyl as well as carbonyl groups is developed from rhodium-catalyzed carbene insertions into aromatic C-H bonds of S-aryl sulfoximines using pyridotriazoles by denitrogenative cyclization followed by the elimination of alcohols. The present method involves the N-H/C-H activation of simple alkyl aryl sulfoximines and has the advantages of a broad substrate scope, high functional group tolerance, and good regioselectivity.

引用

页码：3498 / 3501

页数：4

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