Premium
Catalyst‐ and Halogen‐Free Regioselective Friedel–Crafts α‐Ketoacylations
Author(s) -
Mohanan Kishor,
Presset Marc,
Mailhol Damien,
Coquerel Yoann,
Rodriguez Jean
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201027
Subject(s) - regioselectivity , friedel–crafts reaction , ketene , moiety , catalysis , chemistry , diazo , wolff rearrangement , halogen , organic chemistry , photochemistry , alkyl
Fast, efficient and green! Highly regioselective and efficient catalyst‐ and halogen‐free Friedel–Crafts α‐ketoacylation reactions leading to heterocycles functionalized with a very versatile 1,3‐diketone moiety are described. The reactions rely on microwave‐assisted domino Wolff rearrangement/Friedel–Crafts sequences from 2‐diazo‐1,3‐diketones via transient, highly reactive α‐keto ketene intermediates.