Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 23, Pages 3714-3718Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201601017
Keywords
alkynes; angle strain; click reaction; isocyanides; pyrroles
Categories
Funding
- National Research Foundation of Korea (NRF) - Korea government (MSIP) [NRF-2015R1A5A1008958, NRF-2015R1C1A2A01053504]
Ask authors/readers for more resources
The direct regioselective synthesis of highly functionalized pyrroles with two different electron-withdrawing groups has been developed using an angle strain-induced 1,2-shift of an electron-withdrawing group in 2H-pyrroles. The preferential migration aptitude of an electron-withdrawing group over alkyl and aryl groups is believed to be the result of the orbital overlap between the internal alkene and the electron-withdrawing group. The newly developed regioselective synthesis of pyrroles features a wide substrate scope, simple reaction set-up, and high yields (60-82%), capturing the essence of alkyne-isocyanide click reactions.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available