A Route to (Het)arene-Annulated Pyrrolo[1,2-d][1,4]diazepines via the Expanded Intramolecular Paal–Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone

A Route to (Het)arene-Annulated Pyrrolo[1,2-d][1,4]diazepines via the Expanded Intramolecular Paal–Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone Научная публикация

Журнал

Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263

Вых. Данные

Год: 2019, Том: 84, Номер: 21, Страницы: 13707-13720 Страниц : 14 DOI: 10.1021/acs.joc.9b01925

Авторы

Zelina Elena Y. ¹ , Nevolina Tatyana A. ¹ , Skvortsov Dmitry A. ^2,3 , Trushkov Igor V. ^4,5 , Uchuskin Maxim G. ¹

Организации

1	Perm State University, Bukireva st. 15, Perm 614990 Russian Federation
2	M.V. Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, Russian Federation
3	Higher School of Economics, Myasnitskaya st. 13, Moscow 101000, Russian Federation
4	D. Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela st. 1, Moscow 117997, Russian Federation
5	N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky pr. 47, Moscow 119991, Russian Federation

A straightforward protocol toward pharmacologically relevant (het)areno[x,y-b]pyrrolo[1,2-d][1,4]diazepines in good to high yields has been described. The designed approach consists of an acid-promoted furan ring opening in easily accessible N-(2-furylethyl)-2-nitroanilines or their heterocyclic analogues followed by the reductive cyclization of the corresponding nitro-1,4-diketones.

Zelina E.Y. , Nevolina T.A. , Skvortsov D.A. , Trushkov I.V. , Uchuskin M.G.
A Route to (Het)arene-Annulated Pyrrolo[1,2-d][1,4]diazepines via the Expanded Intramolecular Paal–Knorr Reaction: Nitro Group and Furan Ring as Equivalents of Amino Group and 1,4-Diketone
Journal of Organic Chemistry. 2019. V.84. N21. P.13707-13720. DOI: 10.1021/acs.joc.9b01925 WOS Scopus OpenAlex

Web of science:	WOS:000494562600045
Scopus:	2-s2.0-85074370265
OpenAlex:	W2974281049

БД	Цитирований
OpenAlex	20
Scopus	20
Web of science	16