title: A one-pot O-phosphinative Passerini/Pudovik reaction: efficient synthesis of highly functionalized α-(phosphinyloxy)amide derivatives.
abstract: A one-pot O-phosphinative Passerini/Pudovik reaction has been developed, based on reacting aldehydes, isocyanides, and phosphinic acids followed by the addition of second aldehydes to form the corresponding α-(phosphinyloxy)amide derivatives. This is the first reported instance of a Passerini-type, isocyanide-based multicomponent reaction using a phosphinic acid instead of a carboxylic acid. The nucleophilicity of the phosphinate group allows a subsequent catalytic Pudovik-type reaction, affording the highly functionalized α-(phosphinyloxy)amide derivative in high yield. A wide range of aldehydes and isocyanides are applicable to this reaction.
authors.affiliation: Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa, 920-1192 (Japan), Fax: (+81) 76-264-5742. soeta@se.kanazawa-u.ac.jp.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Soeta
authors.forename: Syunsuke
authors.initials: S
authors.lastname: Matsuzaki
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Ukaji
keywords: Passerini/Pudovik reaction; aldehydes; isocyanides; multicomponent reactions; one-pot reactions