Insertion of carbenes into p-h bonds. 5. f synthesis of new phosphonates and phosphinates in reactions catalysed by cu, pd, rh, ni complexes

Abstract

Cu(OTf)2 and Cu(acac)2 were found to be the most effective catalysts in the reaction of diazo compounds Ph2CN2 (1a), EtOC(O)CHN2 (lb), MeOC(O)CHN2 (1c), MeC(0)CN2C(O)OMe (1d), Cl-CH2C(O)CHN2 (1e) and CH2N2 (1f) with hydrophosphoryl compounds (MeO)2P(O)H (2a), (t-BuO)2P(O)H (2b), Ph(MeO)P(O)H (2c), (EtO)2P(O)H (2d) and (FORMULA OMITTED) resulting in P-C bond formations. Cu, Pd and Rh acetates and Ni(acac)2 have a much lower efficiency. Chlorines in Cl3CC(O)CH2P(O)(OMe)2 (3k) and Cl2CHC(O)CH2P(0)(OMe)2 (31) are reduced in the copper catalysed Atherton-Todd reaction. © 1992, Taylor & Francis Group, LLC. All rights reserved.