Synthesis of 2-Aminoindoles through Gold-Catalyzed C-H Annulations of Sulfilimines with N-Arylynamides

被引：58

作者：

Tian, Xianhai ^{[1
]}

Song, Lina ^{[1
]}

Rudolph, Matthias ^{[1
]}

Rominger, Frank ^{[1
]}

Hashmi, A. Stephen K. ^{[1
,2
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

[2] King Abdulaziz Univ, Fac Sci, Dept Chem, Jeddah 21589, Saudi Arabia

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 11期

关键词：

FORMAL 3+2 CYCLOADDITION; NUCLEOPHILIC NITRENOIDS; 2-ALKYNYL ARYLAZIDES; SELECTIVE SYNTHESIS; ACCESS; YNAMIDES; CARBENES; ALKYNES; FUNCTIONALIZATION; DERIVATIVES;

D O I：

10.1021/acs.orglett.9b01501

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new gold-catalyzed C-H annulation of sulfilimines with N-phenylynamides is presented. As key intermediates of this operationally simple reaction, the in situ generated a-imino gold carbenes insert into the ortho C-H bonds of the phenyl groups to afford 2-aminoindoles bearing a variety of substitution patterns in high selectivities. This reaction offers a facile approach to biologically important 2-aminoindoles by using inexpensive and readily available starting materials.

引用

页码：4327 / 4330

页数：4

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