Lithiation of 1,2-Dichloroethene in Flow Microreactors: Versatile Synthesis of Alkenes and Alkynes by Precise Residence-Time Control

被引：80

作者：

Nagaki, Aiichiro ^{[1
]}

Matsuo, Chika ^{[1
]}

Kim, Songhee ^{[1
]}

Saito, Kodai ^{[1
]}

Miyazaki, Atsuo ^{[1
]}

Yoshida, Jun-ichi ^{[1
]}

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 13期

关键词：

alkenes; alkynes; lithiation; microreactors; synthetic methods; PALLADIUM-CATALYZED AMINATION; FLASH CHEMISTRY; ORGANOLITHIUM COMPOUNDS; ALKOXYCARBONYL GROUPS; SPACE INTEGRATION; ORGANIC-SYNTHESIS; GENERATION; CARBENOIDS; ENAMINES; SYSTEM;

D O I：

10.1002/anie.201108932

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It′s all about the timing: Precise control of the residence time (t Rx; see picture) of reactive intermediates in flow microreactors enables the reaction pathway of lithiated 1,2-dichloroethene to be switched to produce either alkenes or alkynes. This method also allows versatile syntheses of asymmetric disubstituted dichloroalkenes and alkynes. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3245 / 3248

页数：4

共 77 条

[1]

[Anonymous], 2009, MICROPROCESS ENG

[2]

[Anonymous], ANGEW CHEM

[3] A very simple synthesis of chloroalkenes and chlorodienes by selective Suzuki couplings of 1,1-and 1,2-dichloroethylene [J].