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A Template Synthesis of Stable Conjugated Primary Enamines from Ketones, Nitriles, and Butadiene
Author(s) -
López Luis,
Berlekamp Martin,
Kowalski Dorothee,
Erker Gerhard
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199411141
Subject(s) - tautomer , imine , conjugated system , chemistry , primary (astronomy) , 1,3 butadiene , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , polymer , physics , astronomy
The energy of conjugation of butadiene is sufficient to favor the primary enamines 3 over the imine tautomers 2 under equilibrium conditions. They are now readily accessible by template synthesis via the imine intermediates 1 . R 1 = Ph, ‐CH 2 CH 2 ‐, CH 3 ; R 2 ‐ Ph, t Bu, p ‐CH 3 C 6 H 4 , p ‐NCC 6 H 4 , CHCHCN.