锰介导的串联三组分多米诺反应：Knoevenagel反应/环化反应/迈克尔加成反应/氧化环化反应合成稠合咪唑并[1,2 -]吡啶类化合物

Mn-mediated sequential three-component domino Knoevenagel/cyclization/Michael addition/oxidative cyclization reaction towards annulated imidazo[1,2-]pyridines.

作者信息

Storozhenko Olga A, Festa Alexey A, Bella Ndoutoume Delphine R, Aksenov Alexander V, Varlamov Alexey V, Voskressensky Leonid G

机构信息

Organic Chemistry Department, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya st. 6, 117198 Moscow, Russian Federation.

Department of Chemistry, North Caucasus Federal University, Pushkin st. 1a, 355009 Stavropol, Russian Federation.

出版信息

Beilstein J Org Chem. 2018 Dec 19;14:3078-3087. doi: 10.3762/bjoc.14.287. eCollection 2018.

The sequential three-component reaction between -hydroxybenzaldehydes, -(cyanomethyl)pyridinium salts and a nucleophile towards substituted chromenoimidazopyridines under oxidative conditions has been developed. The employment of Mn(OAc)·2HO or KMnO as stoichiometric oxidants allowed the use of a wide range of nucleophiles, such as nitromethane, (aza)indoles, pyrroles, phenols, pyrazole, indazole and diethyl malonate. The formation of the target compounds presumably proceeds through a domino Knoevenagel/cyclization/Michael addition/oxidative cyclization reaction sequence.