Ni-Catalyzed 1,5-Sigmatropic Ester Shift on Cyclopentadiene Rings: Regioselective Conversion of 5,5-Disubstituted Cyclopentadienes to CH2-Cyclopentadienes

被引：4

作者：

Bi, Hongyan ^{[1
]}

Chu, Jiaxin ^{[1
]}

Zhao, Xiao-Li ^{[2
,3
]}

Wang, Sunewang R. ^{[1
,4
]}

机构：

[1] East China Normal Univ, Chang Kung Chuang Inst, Sch Chem & Mol Engn, Shanghai 200241, Peoples R China

[2] East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China

[3] East China Normal Univ, State Key Lab Petr Mol & Proc Engn, Shanghai 200062, Peoples R China

[4] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug Dev, Shanghai 200062, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 07期

基金：

中国国家自然科学基金;

关键词：

1,2-ACYL MIGRATION; DIRECT ARYLATION; COMPLEXES; MECHANISM; BROMIDES; KETONES;

D O I：

10.1021/acs.orglett.4c00062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Described herein is a nickel(II)-catalyzed regioselective rearrangement of 5,5-disubstituted cyclopentadienes to fully functionalized CH2-cyclopentadienes via successive 1,5-sigmatropic shifts of the ester group on the quaternary carbon and hydrogen under mild basic conditions. The obtained CH2-cyclopentadienes were also readily applied in the preparation of highly functionalized dibenzo[e,g]azulene derivatives in two steps.

引用

页码：1437 / 1441

页数：5

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