Direct conversion of sec-phosphine oxides to sec-phosphine-boranes using BH3. (16th March 2021)

• Record Type: Journal Article
• Authors: Yamada, Masatoshi; Goto, Mitsutaka; Yamano, Mitsuhisa
• Is Part Of: Tetrahedron letters. Volume 67(2021)
• Publication Date: 2021-03-16
• Subjects: Secondary phosphine-borane -- Secondary phosphine oxide -- Borane complex; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.152837
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Direct transformation from phosphine oxide to phosphine-borane. Mild and inexpensive reaction. A wide substrate scope, the simple operation, and an interesting mechanism. Abstract: An effective and mild synthetic method for secondary phosphine-boranes from secondary phosphine oxides was developed. The slow addition of borane-tetrahydrofuran to a solution of secondary phosphine oxides at ambient temperature gave secondary phosphine-boranes with high yield. The use of air-sensitive secondary phosphines, which are common substrates for secondary phosphine-borane syntheses, is avoided in this mild process. Moreover, generation of by-products, such as secondary hydroxy-phosphine-boranes, is also minimized.