Premium
Orchestrated Triple CH Activation Reactions Using Two Directing Groups: Rapid Assembly of Complex Pyrazoles
Author(s) -
Yang Weibo,
Ye Shengqing,
Fanning Dewey,
Coon Timothy,
Schmidt Yvonne,
Krenitsky Paul,
Stamos Dean,
Yu JinQuan
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201410462
Subject(s) - indazole , pyrazole , steric effects , chemistry , amide , cascade reaction , stereochemistry , combinatorial chemistry , catalysis , organic chemistry
A sequential triple CH activation reaction directed by a pyrazole and an amide group leads to the well‐controlled construction of sterically congested dihydrobenzo[e]indazole derivatives. This cascade reaction demonstrates that the often problematic competing CH activation pathways in the presence of multiple directing groups can be harvested by design to improve step economy in synthesis. Pyrazole as a relatively weak coordinating group is shown to direct C sp 3H activation for the first time.