4.8 Article

Cross-Cycloaddition of Two Different Isocyanides: Chemoselective Heterodimerization and [3+2]-Cyclization of 1,4-Diazabutatriene

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 25, 页码 7077-7080

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600257

关键词

1,4-diazabutatriene; cross-cycloaddition; heterodimerization; isocyanides; pyrrolo[3,4-b]indoles

资金

  1. NNSFC [21172030, 21572031]

向作者/读者索取更多资源

A new cross-cycloaddition reaction between a wide range of isocyanides and 2-isocyanochalcones (or analogues) was developed for the expeditious synthesis of pyrrolo[3,4-b]indoles under thermal conditions. On the basis of the experimental results and DFT calculations, a mechanism for this domino reaction is proposed involving chemoselective heterodimerization of two different isocyanides to form 1,4-diazabutatriene intermediates, followed by an intramolecular [3+2]-cycloaddition and 1,3-proton shift.

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