Visible-Light-Induced Three-Component Radical Coupling of Selenocarbamates, Enones, and Allylstannanes with Diphenyl (2,4,6-trimethylbenzoyl)phosphine Oxide

被引：0

作者：

Komine, Keita ^{[1
]}

Yamazaki, Yuta ^{[1
]}

Iwanaga, Taiga ^{[1
]}

Sakaguchi, Hikaru ^{[1
]}

Fukuda, Hayato ^{[1
]}

Ishihara, Jun ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, 1-14 Bunkyo Machi, Nagasaki, Nagasaki 8528521, Japan

来源：

SYNLETT | 2024年 / 35卷 / 11期

基金：

日本学术振兴会;

关键词：

radical reaction; coupling; multicomponent reaction; photochemical reaction; total synthesis; amides; CARBAMOYL RADICALS; PHOTOREDOX CATALYSIS; MEDIATED REACTIONS; CARBON RADICALS; GENERATION; CYCLIZATION; PHOTOCHEMISTRY; REACTIVITY; CHEMISTRY;

D O I：

10.1055/a-2214-5512

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A blue LED-induced three-component coupling of a carbamoyl radical, cyclic enone, and allylstannane was developed. The use of blue LEDs and diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO)as a radical initiator permitted the three-component radical coupling to proceed with a high chemoselectivity. An elucidation of the mechanism revealed a pathway for the formation of a tributyltin radical from TPO and allylstannane. This tandem radical reaction is expected to be applicable in natural-product synthesis.

引用

页码：1279 / 1284

页数：6

共 55 条

[51] Iron-Catalyzed Arylalkoxycarbonylation of N-Aryl Acrylamides with Carbazates [J].