Facile synthesis of bisphosphine monoxides from Morita–Baylis–Hillman carbonates. (2nd June 2016)

• Record Type: Journal Article
• Authors: Zhou, Rong; Zhang, Kai; Liu, Rongfang
• Is Part Of: Phosphorus, sulfur, and silicon and the related elements. Volume 191:Number 6(2016)
• Page Start: 885
• Page End: 890
• Publication Date: 2016-06-02
• Subjects: Morita–Baylis–Hillman carbonates -- bisphosphine monoxides -- hydrophosphination -- allylic alkylation -- monophosphine oxides; Sulfur compounds -- Periodicals; Organosulfur compounds -- Periodicals; Phosphorus compounds -- Periodicals; Organophosphorus compounds -- Periodicals; Silicon compounds -- Periodicals; Organosilicon compounds -- Periodicals; 546
• DOI: 10.1080/10426507.2015.1100192
• Languages: English
• ISSNs: 1042-6507

Abstract

GRAPHICAL ABSTRACT: ABSTRACT: A facile two-step synthesis of bisphosphine monoxides (BPMOs, with both the phosphine and phosphine oxide moieties within one molecule) from readily available Morita–Baylis–Hillman (MBH) carbonates was realized. Under the catalysis of DABCO, the MBH carbonates undergo allylic phosphorylation reaction with diphenylphosphine oxide or diethyl phosphonate to give monophosphine oxides bearing an activated alkene moiety; subsequent base-catalyzed hydrophosphination of the prepared monophosphine oxide with HPPh2 readily affords the BPMOs.