Rhodium(III)-catalyzed C2-selective carbenoid functionalization and subsequent C7-alkenylation of indoles.
نویسندگان
چکیده
Here a new, mild and versatile method for efficient synthesis of a diverse range of 2-acetate substituted indoles via Rh(III)-catalyzed and alcohol-mediated C2-selective carbenoid insertion functionalization of indoles by α-diazotized Meldrum's acid has been developed. Furthermore, for the first time, a Rh(III)/Cu(II)-catalyzed direct C7-alkenylation of such functionalized products has also been demonstrated.
منابع مشابه
Synthesis and C2-functionalization of indoles with allylic acetates under rhodium catalysis.
Tandem rhodium-catalyzed oxidative allylation and annulation of acetanilides with allyl acetate to afford the corresponding indoles are described. In addition, the site-selective C2 allylation, crotylation and prenylation of indoles using allylic acetates under rhodium catalysis are reported.
متن کاملRh-catalyzed oxidative C-C bond formation and C-N bond cleavage: direct access to C2-olefinated free (NH)-indoles and pyrroles.
The rhodium-catalyzed oxidative C2-olefination of indoles and pyrroles containing N-arylcarboxamide directing groups with a range of alkenes and subsequent cleavage of directing groups is described. This method provides direct and efficient access to C2-functionalized free (NH)-heterocycles.
متن کاملRhodium(III)-Catalyzed Selective C¢H Cyanation of Indolines and Indoles with an Easily Accessible Cyano Source
The rhodium-catalyzed selective cyanation of C¢H bonds of indolines and indoles with Ncyano-N-phenyl-para-methylbenzenesulfonamide is described. This protocol offers a facile access to C-7 cyanated indolines and C-2 cyanated indoles with high site selectivity and excellent functional group tolerance.
متن کاملRhodium-catalyzed oxidative C2-acylation of indoles with aryl and alkyl aldehydes.
A rhodium-catalyzed oxidative C2-acylation of indoles with aryl and alkyl aldehydes via C-H bond activation is described. The reaction is highly atom-economic and provides easy access to a wide variety of 2-aroylindoles.
متن کاملPalladium-Catalyzed Regioselective 2-Carbethoxyethylation of 1H–Indoles By C-H Activation: One-Step Synthesis of Ethyl 2-(1H-Indol-2-Yl) Acetates
An efficient and convenient method was developed for the one-step synthesis of various substituted ethyl 2-(1H-indol-2-yl) acetates via a palladium-catalyzed regioselective cascade C-H activation reaction. Importantly, this practical approach can be carried out with readily accessible starting materials and exhibits excellent functional group compatibility. chemistry, methods for regioselective...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Chemical communications
دوره 50 49 شماره
صفحات -
تاریخ انتشار 2014