Open Access Open Access  Restricted Access Subscription Access

RECYCLIZATION OF CARBONYL-SUBSTITUTED 4Н-CHROMENES AND 1Н-BENZO[f]CHROMENES BY THE ACTION OF AMIDINES AND GUANIDINE: A NOVEL METHOD FOR THE SYNTHESIS OF ortho-HYDROXYBENZYLPYRIMIDINES

Юлия В. Попова, Дарина В. Сахненко, Ирина В. Абузова, Виталий А. Осянин, Дмитрий В. Осипов, Юрий Н. Климочкин
Cover Image

Abstract


A series of 2-[(pyrimidin-5-yl)methyl]phenols and 1-[(pyrimidin-5-yl)methyl]-2-naphthols have been accessed via the interaction of carbonyl-substituted 4H-chromenes and 1Н-benzo[f]chromenes with amidines and guanidine in a reaction cascade initiated by the Michael reaction. It was established that in this transformation chromenes act as the synthetic equivalents of hydroxybenzylated αformyl ketones or α-formylaldehydes.

Authors: Yulia V. Popova, Darina V. Sakhnenko, Irina V. Arbuzova, Vitaly A. Osyanin*, Dmitry V. Osipov, Yuri N. Klimochkin


Keywords


amidines; 1Н-benzo[f]chromenes; 4Н-chromenes; guanidine; pyrimidines; aza-Michael reaction; cascade reactions

Full Text: PDF (Russian) Supplementary File(s): None


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv