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Microwave‐Assisted Domino Benzannulation of α‐Oxo Ketenes: Preparation of 1,3‐Dihydro‐2 H ‐1,5‐benzodiazepin‐2‐ones
Author(s) -
Castillo JuanCarlos,
Presset Marc,
Abonia Rodrigo,
Coquerel Yoann,
Rodriguez Jean
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200093
Subject(s) - chemistry , domino , intramolecular force , microwave irradiation , derivative (finance) , nucleophile , diazo , microwave , sequence (biology) , combinatorial chemistry , stereochemistry , wolff rearrangement , medicinal chemistry , photochemistry , organic chemistry , catalysis , biochemistry , physics , quantum mechanics , financial economics , economics
The microwave irradiation of a series of 2‐diazo‐1,3‐diketones in the presence of an o ‐phenylenediamine derivative triggered a domino Wolff rearrangement/nucleophilic addition/intramolecular imination sequence to provide a new synthetic entry to 1,3‐dihydr‐2 H ‐1,5‐benzodiazepin‐2‐ones, a class of molecules with important biological properties.