1,3,2-Diazaphospholidine (N-Heterocyclic Phosphine)-Mediated Carbon-Phosphorus Bond-Forming, One-Pot Tandem Reaction: A Route to α-Amino Phosphonates

Authors

Karimulla Mulla, University of Nevada, Las VegasFollow
Jun Yong Kang, University of Nevada, Las VegasFollow

Document Type

Article

Publication Date

1-1-2016

Publication Title

Journal of Organic Chemistry

Volume

81

Issue

11

First page number:

4550

Last page number:

4558

Abstract

A novel 1,3,2-diazaphospholidine (N-heterocyclic phosphine)-thiourea-mediated phospha-Mannich/intramolecular nucleophilic substitution reaction has been developed for the construction of an N-C-P bond unit. This transformation enabled a rapid access to cyclic tertiary α-amino phosphonates in one-pot procedure under additive-free mild reaction conditions. This study revealed the critical role of thiourea moiety of the N-heterocyclic phosphine-thiourea in the sequential intramolecular nucleophilic substitution reaction of the phosphonylation. © 2016 American Chemical Society.

Language

English

Repository Citation

Mulla, K., Kang, J. Y. (2016). 1,3,2-Diazaphospholidine (N-Heterocyclic Phosphine)-Mediated Carbon-Phosphorus Bond-Forming, One-Pot Tandem Reaction: A Route to α-Amino Phosphonates. Journal of Organic Chemistry, 81(11), 4550-4558.
http://dx.doi.org/10.1021/acs.joc.6b00326