Highly regio- and stereoselective addition of ethyl 3-aminobut-2-enoates to 2-substituted 3-nitro-2H-chromenes / Korotaev Vladislav Yu,Barkov Alexey Yu,Sokovnina Anna A.,Sosnovskikh Vyacheslav Ya // MENDELEEV COMMUNICATIONS. - 2013. - V. 23, l. 3. - P. 150-152.

ISSN/EISSN:

0959-9436 / нет данных

Type:

Article

Abstract:

Ethyl 3-aminobut-2-enoates MeC(NHR)=CHCO2Et (R = H, Me, Bn) whose reaction site is C(2) atom add to 2-R-3-nitro-2H-chromenes at their C(4) atom to give the corresponding trans,trans-2,3,4-trisubstituted chromanes. Analogous substrates MeC(NR2)=CHCO2Et (NR2 is piperidin-1-yl or morpholin-4-yl) react by their C(4) methyl group to afford cis,trans-2,3,4-trisubstituted chromanes. The stereochemistry of the products was established by X-ray diffraction analysis.

Author keywords:

POTASSIUM CHANNEL ACTIVATORS; ANTIHYPERTENSIVE ACTIVITY; N-NUCLEOPHILES; C-NUCLEOPHILES; S-NUCLEOPHILES; 3-NITRO-2-TRIHALOMETHYL-2H-CHROMENES; INDOLE; RING

DOI:

10.1016/j.mencom.2013.05.010

Web of Science ID:

ISI:000321540500010

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY-JUN
Publisher	ELSEVIER SCIENCE BV
Address	PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS
Language	English
Keywords-Plus	POTASSIUM CHANNEL ACTIVATORS; ANTIHYPERTENSIVE ACTIVITY; N-NUCLEOPHILES; C-NUCLEOPHILES; S-NUCLEOPHILES; 3-NITRO-2-TRIHALOMETHYL-2H-CHROMENES; INDOLE; RING
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	vyacheslav.sosnovskikh@usu.ru
ResearcherID-Numbers	Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116
Funding-Acknowledgement	Russian Foundation for Basic Research {[}11-03-00126]
Funding-Text	This work was carried out in terms of Ural Federal University development programme with the financial support of young scientists, and supported by the Russian Foundation for Basic Research (grant no. 11-03-00126).
Number-of-Cited-References	19
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	17
Journal-ISO	Mendeleev Commun.
Doc-Delivery-Number	179SB