INTRAMOLECULAR ANIONIC CYCLIZATIONS OF o-CINNAMYLOXY- AND o-PHENYLPROPARGYLOXYBENZYLIDENEAMINES
- 5 January 1981
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 10 (1) , 135-138
- https://doi.org/10.1246/cl.1981.135
Abstract
The intramolecular anionic cyclization of o-cinnamyloxybenzylideneamines proceeded via an allyl anion and/or an azaallyl anion to give a mixture of 2,3-dihydrobenzofurans and/or a perhydropyrro[3,2-c]benzopyrane. In a similar reaction o-phenylpropargyloxybenzylideneamines gave 2,3-dihydrobenzofurans and/or a benzooxepine derivative exclusively via a propargyl anion. It was revealed that the relative yields of the products were dependent on the nature of amines in imines.This publication has 3 references indexed in Scilit:
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- Preparation of cis- and trans-2,3-Dimethyl-2,3-dihydrobenzofurans and Related Compounds. Cyclizations Involving Oxonium Ions1The Journal of Organic Chemistry, 1966
- Vicinal Proton Coupling in Nuclear Magnetic ResonanceJournal of the American Chemical Society, 1963