Premium
Nucleophilic Additions of Sodium Alkoxides to 4,4‐Dichloro‐1,1‐diphenyl‐2‐azabuta‐1,3‐diene
Author(s) -
Jacquot Sandrine,
Schmitt Gérard,
Laude Bernard,
Kubicki Marek M.,
Blacque Olivier
Publication year - 2000
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 - 10.1002/1099-0690(200004)2000:7<1235::aid-ejoc1235>3.0.co;2-8
Subject(s) - chemistry , sodium methoxide , alkoxy group , sodium ethoxide , diene , sodium , medicinal chemistry , nucleophile , organic chemistry , oxazoline , alkoxide , methanol , catalysis , alkyl , natural rubber , ethanol
The reaction of some sodium alkoxides with 4,4‐dichloro‐1,1‐diphenyl‐2‐azabuta‐1,3‐diene is described. Whereas sodium methoxide, ethoxide or isopropoxide leads to 1,3‐bis(alkoxy)‐ and/or 1,3,4‐tris(alkoxy)‐2‐azabut‐2‐enes, the sodium salt of ethyl glycolate gives a Δ 2 ‐oxazoline. Mechanisms for the formation of these products are proposed.