z-logo
Premium
Multicomponent Synthesis of Pyrroles from Cyclopropanes: A One‐Pot Palladium(0)‐Catalyzed Dehydrocarbonylation/Dehydration
Author(s) -
Humenny William J.,
Kyriacou Polydoros,
Sapeta Katarina,
Karadeolian Avedis,
Kerr Michael A.
Publication year - 2012
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.201206177
Ring the changes : The cycloaddition of nitrones with 1‐carboallyloxy‐1‐carbomethoxycyclopropanes yields tetrahydro‐1,2‐oxazines, which in turn undergo a Tsuji dehydrocarbonylation to give dihydro‐1,2‐oxazines (see scheme; dba=dibenzylideneacetone). Addition of base to this reaction mixture results in clean conversion to pyrroles. The result is a flexible three‐component strategy for the synthesis of tetrasubstituted pyrroles.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom