Reactions of 3-R-5-nitropyridines with nucleophiles: Nucleophilic substitution vs conjugate addition

Reactions of 3-R-5-nitropyridines with nucleophiles: Nucleophilic substitution vs conjugate addition Научная публикация

Журнал

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Вых. Данные

Год: 2019, Том: 75, Номер: 47, Номер статьи : 130659, Страниц : DOI: 10.1016/j.tet.2019.130659

Авторы

Bastrakov Maxim A. ¹ , Nikol’skiy Vladislav V. ^2,1 , Starosotnikov Alexey M. ¹ , Fedyanin Ivan V. ³ , Shevelev Svyatoslav A. ¹ , Knyazev Daniil A. ¹

Организации

1	N.D. Zelinsky Institute of Organic Chemistry RAS, Leninsky Prosp. 47, 119991 Moscow, Russia
2	Chemistry Department Lomonosov Moscow State University, 119991, Moscow, Leniskie Gory, 1/3, Russia
3	A.N. Nesmeyanov Institute of Organoelement Compounds, Vavilova Str. 28, Moscow 119991, Russia

A number of 3-R-5-nitropyridines were synthesized and their reactions with various types of nucleophiles were investigated. The reaction outcome depends on the nature of a nucleophile: in case of anionic O-, N- and S-nucleophiles the previously unreported substitution of non-activated nitro group occurred while carbon nucleophiles underwent dearomatization of the pyridine ring with the formation of products of 1,2- and 1,4-addition.

Bastrakov M.A. , Nikol’skiy V.V. , Starosotnikov A.M. , Fedyanin I.V. , Shevelev S.A. , Knyazev D.A.
Reactions of 3-R-5-nitropyridines with nucleophiles: Nucleophilic substitution vs conjugate addition
Tetrahedron. 2019. V.75. N47. 130659 . DOI: 10.1016/j.tet.2019.130659 WOS Scopus OpenAlex

Web of science:	WOS:000496604600004
Scopus:	2-s2.0-85074282811
OpenAlex:	W2978884952

БД	Цитирований
OpenAlex	7
Scopus	6
Web of science	5