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
收藏
页码：1279 / 1284
页数：6
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