Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles.
نویسندگان
چکیده
An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)(2)/2,2'-bipyridine system and with D-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.
منابع مشابه
Decarboxylative acylation of indolines with α-keto acids under palladium catalysis: a facile strategy for the synthesis of 7-substituted indoles.
Palladium-catalyzed decarboxylative acylation of highly substituted indolines with α-keto acids via C-H bond activation is described. This protocol provides efficient access to C7-carbonylated indoles known to have diverse biological profiles.
متن کاملPalladium-catalyzed decarboxylative C2-acylation of indoles with α-oxocarboxylic acids.
A palladium-catalyzed decarboxylative C2-acylation of indoles with α-oxocarboxylic acids was achieved. This protocol represents a novel and complementary approach to 2-aroylindoles.
متن کاملSynthesis of spirocyclic carbazole- and acridine-lactams.
Spirocyclic carbazole- and acridine-lactams were prepared by Fischer-indole or Friedländer-quinoline synthesis starting from spirocyclic ketones with a lactam ring. All annulation products were obtained as mixtures of separable regioisomers, which differ only in the position of one methyl group. The starting materials were prepared from 2-pyrrolidone and 2-piperidone by a sequence of protection...
متن کاملEfficient synthesis of bis(indolyl)methanes catalyzed by (PhCH2PPh3)+Br- under solvent-free conditions
Benzyltriphenylphosphonium bromide (BTPB) has been applied as an efficient catalyst for the preparation of bis(indolyl)methanes (BIMs) via electrophilic substitution of indoles with aldehydes in the absence of solvent.
متن کاملEfficient synthesis of bis(indolyl)methanes catalyzed by (PhCH2PPh3)+Br- under solvent-free conditions
Benzyltriphenylphosphonium bromide (BTPB) has been applied as an efficient catalyst for the preparation of bis(indolyl)methanes (BIMs) via electrophilic substitution of indoles with aldehydes in the absence of solvent.
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:
- Organic letters
دوره 15 4 شماره
صفحات -
تاریخ انتشار 2013