Cobalt-Catalyzed Chemoselective Transfer Hydrogenative Cyclization Cascade of Enone-Tethered Aldehydes

被引：9

作者：

Ma, Shuang-Shuang ^{[1
,2
]}

Jiang, Biao-Ling ^{[1
]}

Yu, Zheng-Kun ^{[3
]}

Zhang, Suo-Jiang ^{[1
,2
]}

Xu, Bao-Hua ^{[1
,2
,3
]}

机构：

[1] Chinese Acad Sci, Inst Proc Engn, Beijing Key Lab Ion Liquids Clean Proc, Key Lab Green Proc & Engn, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China

[3] Chinese Acad Sci, Innovat Acad Green Manufacture, Beijing 100190, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 10期

关键词：

C=O;

D O I：

10.1021/acs.orglett.1c00992

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ligand-free Co-catalyzed chemoselective reductive cyclization cascade of enone-tethered aldehydes with i-PrOH as the environmentally benign hydrogen surrogate is developed by this study. Mechanistic studies disclosed that such a protocol is initiated by an ortho-enone-assisted Co(I)-catalyzed reduction of the aldehyde functionality with i-PrOH. Meanwhile, the selectivity from the Michael-Aldol cycloreduction cascade to the oxa-Michael cascade is feasible and readily adjusted by the addition of steric Lewis bases, such as TEMPO and DABCO, delivering substituted 1H-indenes and dihydroisobenzofurans, respectively.

引用

页码：3873 / 3878

页数：6

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