Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis

被引：24

作者：

Xiao, Teng-Fei ^{[1
]}

Zhang, Yi-Fan ^{[1
]}

Hou, Wen-Tao ^{[1
]}

Yan, Pen-Ji ^{[2
]}

Hai, Jun ^{[1
]}

Xu, Peng-Fei ^{[1
,3
]}

Xu, Guo-Qiang ^{[1
]}

机构：

[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Hexi Univ, Key Lab Hexi Corridor Resources Utilizat Gansu Un, Coll Chem & Chem Engn, Zhangye 734000, Peoples R China

[3] Lanzhou Univ, Coll Vet Med, State Key Lab Vet Etiol Biol, Lanzhou 730000, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 22期

关键词：

C-H ACTIVATION; LIGHT ALKANES; AMINES; FUNCTIONALIZATION; CYCLIZATION; METATHESIS;

D O I：

10.1021/acs.orglett.1c03431

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp(3))-H bonds was demonstrated by a series of experimental and computational studies.

引用

页码：8942 / 8946

页数：5

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