Molecular iodine-mediated formal [2+1+1+1] cycloaddition access to pyrrolo[2,1-a]isoquinolines with DMSO as the methylene source

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成果类型：

期刊论文

作者：

Zheng, Kailu;Zhuang, Shiyi;Shu, Wenming;Wu, Yandong;Yang, Chuluo*;...

通讯作者：

Wu, Anxin;Yang, Chuluo

作者机构：

[Shu, Wenming; Zhuang, Shiyi; Wu, Yandong; Zheng, Kailu; Wu, Anxin] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.

[Zheng, Kailu; Yang, Chuluo] Wuhan Univ, Dept Chem, Wuhan 430072, Hubei, Peoples R China.

[Zheng, Kailu; Yang, Chuluo] Wuhan Univ, Hubei Key Lab Organ & Polymer Optoelect Mat, Wuhan 430072, Hubei, Peoples R China.

通讯机构：

[Wu, Anxin] C

[Yang, Chuluo] W

Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.

Wuhan Univ, Dept Chem, Wuhan 430072, Hubei, Peoples R China.

Wuhan Univ, Hubei Key Lab Organ & Polymer Optoelect Mat, Wuhan 430072, Hubei, Peoples R China.

语种：

英文

期刊：

Chemical Communications

ISSN：

1359-7345

年：

2018

卷：

期：

页码：

11897-11900

DOI：

10.1039/c8cc06908e

基金类别：

National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21472056, 21602070, 21772051]; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities [CCNU15ZX002, CCNU16A05002]; 111 ProjectMinistry of Education, China - 111 Project [B17019]

机构署名：

本校为第一且通讯机构

院系归属：

化学学院

摘要：

A molecular iodine-mediated formal [2+1+1+1] cycloaddition for the efficient synthesis of pyrrolo[2,1-a]isoquinolines from acetophenones, 1,2,3,4-tetrahydroisoquinoline (THIQ) and DMSO has been developed. Mechanistic studies revealed that DMSO served as the methylene source, and this novel protocol involves intermolecular cycloaddition of two in situ generated intermediates that enable efficient formation of one C-N bond and three C-C bon...

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Molecular iodine-mediated formal [2+1+1+1] cycloaddition access to pyrrolo[2,1-a]isoquinolines with DMSO as the methylene source

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