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Photoinduced 6π-Electrocyclization of 1,3,5-hexatriene system containing allomaltol fragment: A convenient approach to polycondensed pyrrole derivatives Научная публикация

Журнал Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416
Вых. Данные Год: 2022, Том: 114, Номер статьи : 132780, Страниц : DOI: 10.1016/j.tet.2022.132780
Авторы Komogortsev Andrey N. 1 , Milyutin Constantine V. 1 , Lichitsky Boris V. 1 , Melekhina Valeriya G. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr., 47, Moscow, 119991, Russian Federation

Реферат: An efficient photochemical approach was developed for the synthesis of benzo[e]pyrano[3,2-g]indoles. The presented method is based on 6π-electrocyclization of terarylenes containing pyrrole and allomaltol fragments. Various options for increasing the regioselectivity of the proposed approach, including both chemical modification of the allomaltol moiety and the use of certain conditions that block side processes were suggested. Advantages of this method are the employment of readily accessible starting materials, operational simplicity and easy isolation of the target products avoiding chromatographic purification. It was demonstrated that the considered photoreaction of allomaltol derivatives can be employed for the photoacid generation. The structure of one of the synthesized photoproducts was established by X-ray diffraction.
Библиографическая ссылка: Komogortsev A.N. , Milyutin C.V. , Lichitsky B.V. , Melekhina V.G.
Photoinduced 6π-Electrocyclization of 1,3,5-hexatriene system containing allomaltol fragment: A convenient approach to polycondensed pyrrole derivatives
Tetrahedron. 2022. V.114. 132780 . DOI: 10.1016/j.tet.2022.132780 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000798569800008
Scopus: 2-s2.0-85129024063
OpenAlex: W4223892522
Цитирование в БД:
БД Цитирований
OpenAlex 11
Scopus 10
Web of science 12
Альметрики: