Generation and reactions of o-bromophenyllithium without benzyne formation using a microreactor

被引：213

作者：

Usutani, Hirotsugu ^{[1
]}

Tomida, Yutaka ^{[1
]}

Nagaki, Aiichiro ^{[1
]}

Okamoto, Hideho ^{[1
]}

Nokami, Toshiki ^{[1
]}

Yoshida, Jun-ichi ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 11期

关键词：

D O I：

10.1021/ja068330s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Microflow systems were found to serve as powerful tools for mechanistic studies on reactions involving highly unstable intermediates such as o-bromophenyllithium, which is known to decompose to benzyne very quickly even at -78 degrees C. Precise residence time control and precise temperature control of microsystems are responsible. Based on the information thus obtained, the Br-Li exchange reaction of o-dibromobenzene followed by reactions with electrophiles without benzyne formation was achieved using a microflow system. Sequential use of two bromine atoms in o-dibromobenzene with Br-Li exchange reactions followed by the reactions with electrophiles using the microsystem consisting of four micromixers and four microtube reactors was also accomplished.

引用

页码：3046 / +

页数：3

共 38 条

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