На сайте журнала Advanced Synthesis & Catalysis (ASC) (IF 5,4) опубликована статья с участием сотрудников Института: к.х.н. Ю.П. Устименко д.х.н., проф. А.В. Ткачева (завлаб ЛТС), к.х.н. А.М. Агафонцева (снс ЛТС, ЛФМ), к.х.н. А.В. Ластовки (ГЭИиХА, ЛМА), к.ф.-м.н. Д.Н. Половяненко (рук. ЦСИ)
Unusual Ring Opening of Bicyclic Terpenes during Pd-catalyzed Coupling with Aromatic Halides
Evgeniya Shutovskaya, Yulia Ustimenko, Alexey Tkachev, Julia Burykina, Alexander Agafontsev, Anastasiya Lastovka, Dmitriy Polovyanenko, Taisiya Sukhikh
Advanced Synthesis & Catalysis
First published: 30 October 2023
doi: 10.1002/adsc.202300594
Abstract
Inhere we describe Pd-catalyzed cross-coupling reaction of α-pinene derivative – pinacarvone O-methyl oxime (1) with aryl halides (2). Surprisingly, the formation of the C–C coupling product was accompanied by an unexpected opening of the pinene bicyclic structure. The (Z)-2-aryl-4,4,5- trimethylcyclohexa-2,5-dien-1-one O-methyl oxime (3) was formed as the resulting product. The reaction conditions of the developed synthetic procedure were carefully optimized and the reaction mechanism was supposed on the basis of data obtained by structural and computational methods.
Альметрики:
Метрики PlumX теперь доступны в Scopus: узнайте, как другие ученые используют ваши исследования