Continuous flow thermolysis of azidoacrylates for the synthesis of heterocycles and pharmaceutical intermediates

被引：64

作者：

O'Brien, Alexander G. ^{[1
,2
]}

Levesque, Francois ^{[1
,2
]}

Seeberger, Peter H. ^{[1
,2
]}

机构：

[1] Max Planck Inst Colloids & Interfaces, Dept Biomol Syst, D-14476 Potsdam, Germany

[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 09期

关键词：

VINYL AZIDES; MICROREACTOR TECHNOLOGY; CATALYZED SYNTHESIS; ORGANIC-SYNTHESIS; ARYL AZIDES; ENE-AZIDES; INDOLES; ACID; REARRANGEMENTS; 2H-AZIRINES;

D O I：

10.1039/c0cc04481d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient, safe and scalable procedure for the continuous flow thermolysis of azidoacrylates to yield indoles has been developed and was applied to the synthesis of related heterocycles. The scalability of the process was demonstrated in the continuous flow synthesis of a precursor to the DAAO inhibitor 4H-furo[3,2-b]pyrrole-5-carboxylic acid.

引用

页码：2688 / 2690

页数：3

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