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- Title
Phosphenium‐Cation‐Mediated Formal Cycloaddition Approach to Benzophospholes.
- Authors
Nishimura, Kazutoshi; Unoh, Yuto; Hirano, Koji; Miura, Masahiro
- Abstract
Abstract: A phosphenium‐cation‐mediated formal [3+2]‐cycloaddition reaction of internal alkynes is reported. The reaction proceeds under metal‐free conditions to give the corresponding C−P rearranged benzophospholes regioselectively, even when ortho‐ and para‐substituted arylphosphine oxides are starting substrates. Mechanistic studies by 31P{1H} NMR analysis suggest an involvement of three‐membered phosphirenium cation species and C−P rearrangement prior to a ring closure for benzophosphole skeleton formation.
- Subjects
RING formation (Chemistry); PHOSPHOLES; ARYL phosphates; NUCLEAR magnetic resonance; PHOSPHENES; REGIOSELECTIVITY (Chemistry)
- Publication
Chemistry - A European Journal, 2018, Vol 24, Issue 50, p13089
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201803225