Well-defined NHCPd complex-mediated intermolecular direct annulations for synthesis of functionalized indoles (NHC = N-hetero-cyclic carbene)

Autor:	Jianxin Fang, Su-Xian Guo, Guiping Wu, Ling-Ling Qiu, Zhong Jin
Rok vydání:	2011
Předmět:	Reaction conditions Annulation Intermolecular force chemistry.chemical_element General Chemistry Medicinal chemistry Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Organic chemistry Well-defined Carbene Phosphine Palladium
Zdroj:	Applied Organometallic Chemistry. 25:502-507
ISSN:	0268-2605
DOI:	10.1002/aoc.1793
Popis:	As alternatives to the common tertiary phosphine/Pd systems, well-defined N-heterocyclic carbene–Pd complexes have been proven to be highly efficient precatalysts for intermolecular direct annalution of o-haloanilines and ketones at lower catalyst loadings. A highly efficient and practical protocol for synthesis of functionalized indoles was developed using (IPr)Pd(acac)Cl as catalyst. Both o-bromoanilines and o-chloroanilines gave rise to efficient coupling under the reaction conditions. Related to acyclic ones, cyclic ketones coupled more effectively with o-haloanilines. With [Pd(IPr)2] as catalyst, the base-sensitive groups including OH and CO2H groups could be tolerated. Copyright © 2011 John Wiley & Sons, Ltd.
Databáze:	OpenAIRE
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