Rhodium(III) complex with a bulky cyclopentadienyl ligand as a catalyst for regioselective synthesis of dihydroisoquinolones via C-H activation of arylhydroxamic acids

Авторы: Trifonova Evgeniya A., Ankudinov Nikita M., Kozlov Maxim V., Sharipov Mikhail Yu, Nelyubina Yulia V., Perekalin Dmitry
Журнал: Chemistry - A European Journal
Год издания: 2018
Издательство: John Wiley & Sons Ltd.
Местоположение издательства: United Kingdom
DOI: 10.1002/chem.201804050
Аннотация: Catalytic reaction of arylhydroxamic acids with alkenes represents a convenient method for preparation of biologically active dihydroisoquinolones. Herein we describe the rhodium(III) complex [(C5H2tBu2CH2tBu)RhCl2]2, which allows one to carry out such reactions with high regioselectivity to obtain 4‐substituted dihydroisoquinolones in 72‐97% yields. The regioselectivity is provided by the bulky cyclopentadienyl ligand of the catalyst, which is formed by 2+2+1‐cyclotrimerization of tert‐butylacetylene. The catalytic reaction tolerates various distant functional groups in alkenes, but is inhibited by bulky (e.g. tBu) or strongly coordinating (e.g. imidazolyl) substituents. Some of the prepared dihydroisoquinolones effectively inhibit growth of phytopathogenic fungi.
Добавил в систему: Перекалин Дмитрий Сергеевич

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