Plant Coumarins: XVII.(1) Synthesis and Transformations of 7-Hydroxy-2-oxo-2H-chromene-6-carboxamides

Plant Coumarins: XVII.(1) Synthesis and Transformations of 7-Hydroxy-2-oxo-2H-chromene-6-carboxamides Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2019, Volume: 55, Number: 10, Pages: 1518-1526 Pages count : 9 DOI: 10.1134/S1070428019100099

Tags

coumarins; umbelliferone; amino acids; amides; peptides

Authors

Zakharov D.O. ¹ , Lipeeva A.V. ¹ , Gatilov Yu.V. ^1,2 , Makarov A.G. ¹ , Shults E.E. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk, Russia

Umbelliferone-6-carbonyl chloride reacted with amines and alpha-, beta-, and omega-amino acid methyl esters to afford the corresponding N-substituted 7-hydroxy-2-oxo-2H-chromene-6-carboxamides. The reaction of umbelliferone-6-carbonyl chloride with glycine gave 2-(7-hydroxy-2-oxo-2H-chromene-6-carboxamido)acetic acid which was converted into acid chloride, and the latter reacted with benzylamines and alpha-amino acid methyl esters to produce compounds containing a dipeptide fragment.

Zakharov D.O. , Lipeeva A.V. , Gatilov Y.V. , Makarov A.G. , Shults E.E.
Plant Coumarins: XVII.(1) Synthesis and Transformations of 7-Hydroxy-2-oxo-2H-chromene-6-carboxamides
Russian Journal of Organic Chemistry. 2019. V.55. N10. P.1518-1526. DOI: 10.1134/S1070428019100099 WOS Scopus РИНЦ

Захаров Д.О. , Липеева А.В. , Гатилов Ю.В. , Макаров А.Г. , Шульц Э.Э.
Растительные кумарины: XVII1. синтез и превращения карбоксамидокумаринов
Журнал органической химии (RUSS J ORG CHEM+). 2019. Т.55. №10. С.1567-1576.. DOI: 10.1134/S0514749219100094 РИНЦ

Published print:	Oct 1, 2019
Published online:	Dec 9, 2019

Web of science	WOS:000511211100009
Scopus	2-s2.0-85076861428
Elibrary	43227308
OpenAlex	W2995599197