Catalyst‐ and Halogen‐Free Regioselective Friedel–Crafts α‐Ketoacylations | Zendy

Mohanan Kishor | Zendy; Presset Marc | Zendy; Mailhol Damien | Zendy; Coquerel Yoann | Zendy; Rodriguez Jean | Zendy

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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.

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