ChemInform Abstract: Indole Synthesis: Palladium-Catalyzed C-H Bond Amination via Reduction of Nitroalkenes with Carbon Monoxide

Autor:	Vy M. Dong, Tom Hsieh
Rok vydání:	2009
Předmět:	chemistry.chemical_compound C h bond Chemistry Carbon dioxide Organic chemistry chemistry.chemical_element General Medicine Conjugated system Amination Stoichiometry Catalysis Carbon monoxide Palladium
Zdroj:	ChemInform. 40
ISSN:	1522-2667 0931-7597
Popis:	Nitroalkenes have been called ‘chemical chameleons’ due to their versatility in numerous synthetic transformations. Herein, we describe the first transition metal-catalyzed transformation of conjugated nitroalkenes into indoles. Under mild reaction conditions (1 atm carbon monoxide, 110 °C), palladium catalyzes the reductive cyclization of nitroalkenes to form a putative nitrosoalkene intermediate, which then rearranges to provide 3-arylindoles in high yields. Notably, this novel C–H bond amination takes advantage of carbon monoxide as an inexpensive stoichiometric reductant and produces carbon dioxide as the major byproduct.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2ecd7fa40448fbde210d968cd39647ac https://doi.org/10.1002/chin.200933116 Zobrazit plný text záznamu Plný text