Studies in the furan series. 23. Preparation of some new 5‐substituted furfurylallylarylamines. Influence of substituents on the intramolecular Diels‐Alder (IMDA) reaction | Zendy

Klepo Ž. | Zendy; Jakopčić K. | Zendy

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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.

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