Tandem addition-cyclization reactions of 2-alkynylbenzenamines with isocyanates catalyzed by PdCl2.
نویسندگان
چکیده
Tandem addition-cyclization reactions of 2-alkynylbenzenamines with isocyanates catalyzed by palladium chloride are described. This reaction is performed in the presence of 10 mol% of palladium chloride in THF at 80 degrees C, which provides an efficient and practical route for the synthesis of 1,2-disubstituted indoles.
منابع مشابه
One-pot Synthesis of Pyrono [2,3] Quinoline via the Tandem Cyclization of Algar-Flyn-Oyamanda Reactions
A new and imaginative technique for the synthesis of substituted pyranoquinoline via Algar Flyn Oyamanda oxidation cyclization approach has been achieved by hydrogen peroxide and sodium hydroxide catalyzed of quinoline chalcone with intramolecular cyclization to formed pyranoquinoline. In this reaction, two new C-C bonds were formed in a one step with high atom economy. The possible reaction pa...
متن کاملDiastereoselective Synthesis of Highly Substituted Tetrahydrofurans by Pd-Catalyzed Tandem Oxidative Cyclization–Redox Relay Reactions Controlled by Intramolecular Hydrogen Bonding
Palladium-catalyzed oxidative cyclization of alkenols provides a convenient entry into cyclic ethers but typically proceeds with little or no diastereoselectivity for cyclization of trisubstituted olefins to form tetrahydrofurans due to the similar energies of competing 5-membered transition-state conformations. Herein, a new variant of this reaction has been developed in which a PdCl2/1,4-benz...
متن کاملCopper-catalyzed tandem process: an efficient approach to 2-substituted-1,4-benzodioxanes.
An efficient method for the preparation of various 2-substituted-1,4-benzodioxanes by CuBr-catalyzed tandem reactions of 2-((o-iodophenoxy)methyl)oxiranes with phenols has been developed. The reaction involves the ring-opening process of 2-((2-iodophenoxy)methyl)oxirane followed by an intramolecular C-O cross coupling cyclization.
متن کاملLewis acid-catalyzed formation of indene derivatives via tandem reactions of arylacetylenes with the cations generated from 2-silylmethyl cyclopropyl carbinols.
Vicinal silylmethyl-substituted cyclopropyl carbinols undergo tandem intermolecular cation-arylacetylene cyclization to generate indene derivatives.
متن کاملSolvent- and ligand-induced switch of selectivity in gold(I)-catalyzed tandem reactions of 3-propargylindoles
The selectivity of our previously described gold-catalyzed tandem reaction, 1,2-indole migration followed by aura-iso-Nazarov cyclization, of 3-propargylindoles bearing (hetero)aromatic substituents at both the propargylic and terminal positions, was reversed by the proper choice of the catalyst and the reaction conditions. Thus, 3-(inden-2-yl)indoles, derived from an aura-Nazarov cyclization (...
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 & biomolecular chemistry
دوره 6 23 شماره
صفحات -
تاریخ انتشار 2008