Cu(I)-catalyzed cascade intramolecular cyclization of 2-propynol phenyl azides and diarylphosphine oxides for the synthesis of bisphosphorylated indole derivatives. Issue 42 (17th October 2018)

• Record Type: Journal Article
• Authors: Song, Xian-Rong; Li, Ren; Yang, Tao; Bai, Jiang; Yang, Ruchun; Chen, Xi; Ding, Haixin; Xiao, Qiang; Liang, Yong-Min
• Is Part Of: Tetrahedron letters. Volume 59:Issue 42(2018)
• Page Start: 3763
• Page End: 3766
• Publication Date: 2018-10-17
• Subjects: 2-Propynol phenyl azides -- Bisphosphorylated indoles -- Copper-catalyzed -- Cascade cyclization; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.09.006
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Cu(I)-catalyzed cascade cyclization of easily prepared 2-propynol phenyl azides to bisphosphorylated indoles. This is the first report about the construction of bisphosphorylated indole derivatives. This reaction occurred smoothly with formation one C–N bond and two C–P bonds simultaneously. Abstract: The [Cu(OTf)]2 ·C6 H6 catalyzed cascade intermolecular addition–intramolecular cyclization reaction of easily prepared 2-propynol phenyl azides and diarylphosphine oxides was developed. This novel reaction leads to simultaneous formation of one C–N and two C–P bonds in a single step to give bisphosphorylated indole derivatives under mild conditions in moderate to good yields.