Flow Update for a Cossy Photocyclization

被引：15

作者：

Fukuyama, Takahide ^{[1
]}

Fujita, Yuki ^{[1
]}

Rashid, Muhammad Abid ^{[1
]}

Ryu, Ilhyong ^{[1
]}

机构：

[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 20期

关键词：

2+2 PHOTOCYCLOADDITION; ALKYL-HALIDES; CHEMISTRY; LIGHT; INTERMEDIATE; MICROREACTOR; IRRADIATION; RADICALS; GREEN; PET;

D O I：

10.1021/acs.orglett.6b02727

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Cossy 5-exo-dig photocyclization of organo-halides (X = Br, I) onto a C-C triple bond was studied using a flow photomicroreactor, which proceeded in a minute order of residence time. A deuterium labeling study supported the nonchain radical mechanism proposed by the Cossy group, in which a hydrogen source originates from a triethylamine cation radical. Scalable flow synthesis using a larger volume of flow reactor was also successful, providing 4 g of the product in high yield.

引用

页码：5444 / 5446

页数：3

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