Photocatalytic Thio/Selenosulfonylation-Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles

被引：16

作者：

Zuo, Hang-Dong ^{[1
,2
]}

Chen, Xi ^{[1
,3
]}

Zhang, Yue ^{[1
,3
]}

Liu, Jian-Wu ^{[1
,3
]}

Yan, Sheng-Hu ^{[1
,3
]}

Li, Guigen ^{[4
]}

Wang, Jia-Yin ^{[1
,3
]}

机构：

[1] Changzhou Univ, Continuous Flow Engn Lab Natl Petr & Chem Ind, Changzhou 213164, Jiangsu, Peoples R China

[2] Changzhou Univ, Sch Safety Sci & Engn, Changzhou 213164, Jiangsu, Peoples R China

[3] Changzhou Univ, Sch Pharm, Changzhou 213164, Jiangsu, Peoples R China

[4] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 18期

关键词：

CYCLIZATION;

D O I：

10.1021/acs.orglett.4c00981

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The photocatalyzed radical-triggered thio/selenosulfonylation-bicyclization of indole-tethered 1,6-enynes has been established for the first time, enabling the synthesis of various previously unreported thio/selenosulfonylated benzo[c]pyrrolo[1,2,3-lm]carbazoles with moderate to good yields under mild conditions. The reaction pathway was proposed, consisting of energy transfer, homolytic cleavage, radical addition, 5-exo-dig, radical coupling, and a Mallory reaction cascade. This approach exhibits a wide substrate compatibility and excellent tolerability toward various functional groups and is characterized by its remarkable efficiency in both bond formation and annulation.

引用

页码：3828 / 3833

页数：6

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