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

Hu Zhongyan | Zendy; Yuan Haiyan | Zendy; Men Yang | Zendy; Liu Qun | Zendy; Zhang Jingping | Zendy; Xu Xianxiu | Zendy

Premium

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

Author(s) -

Hu Zhongyan,

Yuan Haiyan,

Men Yang,

Liu Qun,

Zhang Jingping,

Xu Xianxiu

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201600257

Subject(s) - cycloaddition , intramolecular force , chemistry , domino , combinatorial chemistry , stereochemistry , computational chemistry , organic chemistry , catalysis

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.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research