Rhodium(II)‐ or Copper(I)‐Catalyzed Formal Intramolecular Carbene Insertion into Vinylic C(sp 2 )−H Bonds: Access to Substituted 1 H ‐Indenes | Zendy

Zhou Qi | Zendy; Li Shichao | Zendy; Zhang Yan | Zendy; Wang Jianbo | Zendy

Premium

Rhodium(II)‐ or Copper(I)‐Catalyzed Formal Intramolecular Carbene Insertion into Vinylic C(sp 2 )−H Bonds: Access to Substituted 1 H ‐Indenes

Author(s) -

Zhou Qi,

Li Shichao,

Zhang Yan,

Wang Jianbo

Publication year - 2017

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.201709375

Subject(s) - carbene , intramolecular force , rhodium , chemistry , nucleophile , medicinal chemistry , catalysis , stereochemistry , insertion reaction , organic chemistry

A rhodium(II)‐ or copper(I)‐catalyzed formal intramolecular carbene insertion into vinylic C(sp 2 )−H bonds is reported herein. This method provides straightforward access to 1 H ‐indenes with high efficiency and excellent functional‐group compatibility. Mechanistically, the reaction is proposed to involve the following sequence: metal carbene formation, intramolecular nucleophilic addition of the double bond to the electron‐deficient carbene carbon atom, dearomatization, and finally a 1,5‐H shift.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research