Synthetic transformations of higher terpenoids: XVI. Synthesis of decahydronaphtho[1,2-g]indoles from lambertianic acid

Synthetic transformations of higher terpenoids: XVI. Synthesis of decahydronaphtho[1,2-g]indoles from lambertianic acid Научная публикация

Журнал

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

Вых. Данные

Год: 2008, Том: 44, Номер: 1, Страницы: 67-75 Страниц : DOI: 10.1134/S1070428008010089

Авторы

Chernov S. V. , Shul'ts E. E. , Shakirov M. M. , Tolstikov G. A.

Организации

1	(Данные Web of science) Russian Acad Sci, Siberian Div, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Oxidative methoxylation of 8,17-isopropylidenedioxy derivative of lambertianic acid methyl ester with N-chlorobenzenesulfonamide in methanol, followed by hydrogenation over Raney nickel, gave rise to a 2,5-dimethoxytetrahydrofuran fragment which was converted into N-substituted pyrrole ring by the action of amines in acetic acid. The subsequent removal of the acetonide protection and periodate cleavage of the diols thus formed resulted in the formation of 17-nor-8-oxo derivatives, and the latter underwent smooth cyclization to decahydronaphtho[1,2-g]indoles in acid medium.

Chernov S.V. , Shul'ts E.E. , Shakirov M.M. , Tolstikov G.A.
Synthetic transformations of higher terpenoids: XVI. Synthesis of decahydronaphtho[1,2-g]indoles from lambertianic acid
Russian Journal of Organic Chemistry. 2008. V.44. N1. P.67-75. DOI: 10.1134/S1070428008010089 WOS Scopus РИНЦ OpenAlex

Чернов С.В. , Шульц Э.Э. , Шакиров М.М. , Толстиков Г.А.
Синтетические трансформации высших терпеноидов. xvi. синтез дека-гидронафто[1,2-g|ипдолов из ламбер-гиановой кислоты
Журнал органической химии (RUSS J ORG CHEM+). 2008. Т.44. №1. С.74-81. РИНЦ

Опубликована в печати:	1 янв. 2008 г.
Опубликована online:	5 февр. 2011 г.

Web of science:	WOS:000253494500008
Scopus:	2-s2.0-41549148287
РИНЦ:	13583002
OpenAlex:	W2026660252

БД	Цитирований
Web of science	4
Scopus	3
РИНЦ	3
OpenAlex	5