Base-promoted alkylation of P(O)OH compounds with amines via C–N bond cleavage. Issue 21 (25th May 2016)

• Record Type: Journal Article
• Authors: Zeng, Kui; Chen, Lang; Xiong, Biquan; Zhou, Yongbo; Au, Chak-Tong; Yin, Shuang-Feng
• Is Part Of: Tetrahedron letters. Volume 57:Issue 21(2016)
• Page Start: 2222
• Page End: 2226
• Publication Date: 2016-05-25
• Subjects: Alkylation -- Tertiary amines -- C–N bond cleavage -- P(O)-OH compounds; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.04.009
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Gives the desired product in good yields under mild reaction conditions. Avoids the use of air-sensitive reagents. Carbon source is generated from the cleavage of C–N bonds. A plausible mechanism is proposed for the reaction. Abstract: Together with a base, dibromomethane enables the efficient synthesis of a broad range of functionalized phosphinates, phosphonates, and phosphates from P(O)-OH compounds and commercially available amines via C–N bond cleavage, affording the corresponding products in moderate to good yields.