Synthesis 2021; 53(01): 95-106
DOI: 10.1055/s-0040-1707286
short review

Phosphorylation of Carboxylic Acids and Their Derivatives with P(O)–H Compounds Forming P(O)–C Bonds

Tieqiao Chen
a   Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chem, Hainan University, Haikou, 570228, P. R. of China   Email: chentieqiao@hnu.edu.cn
,
Qihang Tan
a   Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chem, Hainan University, Haikou, 570228, P. R. of China   Email: chentieqiao@hnu.edu.cn
,
Xue Liu
a   Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chem, Hainan University, Haikou, 570228, P. R. of China   Email: chentieqiao@hnu.edu.cn
,
Long Liu
a   Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chem, Hainan University, Haikou, 570228, P. R. of China   Email: chentieqiao@hnu.edu.cn
,
Tianzeng Huang
a   Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chem, Hainan University, Haikou, 570228, P. R. of China   Email: chentieqiao@hnu.edu.cn
,
Li-Biao Han
b   Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan   Email: libiao-han@aist.go.jp
› Author Affiliations
The work was financially supported by the Natural Science Foundation of Hainan Province (No. 219MS005) and the National Natural Science Foundation of China (No. 21871070).


Abstract

Herein, we highlight advances in the phosphorylation of readily available carboxylic acids and their derivatives forming synthetically important P(O)–sp3C, P(O)–sp2C, and P(O)–spC bonds, with an emphasis on the results demonstrated since 2010. This review examines the challenges associated with the use of this strategy for the synthesis of organophosphorus compounds and details advances in the design of catalytic systems that suppress these problems thus resulting in notable progress. Mechanistic details are discussed where available.

1 Introduction

2 Formation of P(O)–sp3C Bonds

3 Formation of P(O)–sp2C Bonds

4 Formation of P(O)–spC Bonds

5 Outlook and Conclusion



Publication History

Received: 13 July 2020

Accepted after revision: 22 August 2020

Article published online:
30 September 2020

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