Continuous-Flow Synthesis of 1-Substituted Benzotriazoles from Chloronitrobenzenes and Amines in a CN Bond Formation/Hydrogenation/Diazotization/Cyclization Sequence

被引:77
作者
Chen, Mao [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
cross-coupling; flow chemistry; microreactors; palladium; synthetic methods; ORGANIC-SYNTHESIS; HYDROGENATION REACTIONS; MULTISTEP SYNTHESIS; DERIVATIVES; REACTORS; MICROREACTOR; CHEMISTRY; ARYLATION; AMINATION; TRIAZOLE;
D O I
10.1002/anie.201300615
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two approaches have been developed for the regiospecific continuous-flow synthesis of 1-substituted benzotriazoles. They begin with either an S NAr reaction at high temperature or Pd catalysis and involve consecutive multiphase processes, allowing the multistep synthesis of benzotriazoles to take place in an efficient manner (see picture). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4247 / 4250
页数:4
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