(3+2) Cycloaddition of N-methylazomethine ylide obtained from sarcosine and formaldehyde to CH-and NH-acidic enones and enamides / Buev Evgeny M.,Moshkin Vladimir S.,Sosnovskikh Vyacheslav Ya. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2017. - V. 53, l. 2. - P. 167-172.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

Conjugated unsaturated carbonyl compounds with weak CH or NH acidity were used in a three-component reaction with sarcosine and formaldehyde, forming (3+2) cycloaddition products in 32-73\% yields. The conversion was estimated from NMR data and strongly depended on the acidity of dipolarophile and the steric accessibility of its double bond.

Author keywords:

arylidene acetones; arylpyrrolidines; nonstabilized azomethine ylides; sarcosine; (3+2) cycloaddition NONSTABILIZED AZOMETHINE YLIDES; ALPHA-AMINO-ACIDS; 1,3-DIPOLAR CYCLOADDITIONS; RECEPTOR ANTAGONISTS; AROMATIC-ALDEHYDES; ORGANIC-SYNTHESIS; 2-PI COMPONENTS; DERIVATIVES; ROUTE; 5-ARYLOXAZOLIDINES

DOI:

10.1007/s10593-017-2035-7

Web of Science ID:

ISI:000397339800008

Соавторы в МНС:

Другие поля

Поле	Значение
Month	FEB
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	NONSTABILIZED AZOMETHINE YLIDES; ALPHA-AMINO-ACIDS; 1,3-DIPOLAR CYCLOADDITIONS; RECEPTOR ANTAGONISTS; AROMATIC-ALDEHYDES; ORGANIC-SYNTHESIS; 2-PI COMPONENTS; DERIVATIVES; ROUTE; 5-ARYLOXAZOLIDINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	vladimir.moshkin@urfu.ru
ResearcherID-Numbers	Moshkin, Vladimir/E-6623-2017
Funding-Acknowledgement	Russian Science Foundation {[}14-13-00388]
Funding-Text	The work was performed with financial support from the Russian Science Foundation (grant No.14-13-00388).
Number-of-Cited-References	50
Usage-Count-Last-180-days	6
Usage-Count-Since-2013	6
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	EP4GU