Premium
Studies in the furan series. 23. Preparation of some new 5‐substituted furfurylallylarylamines. Influence of substituents on the intramolecular Diels‐Alder (IMDA) reaction
Author(s) -
Klepo Ž.,
Jakopčić K.
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240654
Subject(s) - chemistry , intramolecular force , furan , cycloaddition , yield (engineering) , diels–alder reaction , medicinal chemistry , stereochemistry , organic chemistry , catalysis , materials science , metallurgy
Several new N ‐allyl‐ N ‐(5‐substituted)‐2‐furfuryl‐ p )‐toluidines IIIa‐e with Cl, Br, I, NO 2 or CH 3 O groups in position 5 of the furan nucleus were prepared by allylation of the corresponding secondary furfurylaryl‐amines. Both, electron withdrawing and releasing substituents enhanced the yield of intramolecular [4+2] cycloaddition.