Work

One‐Pot Synthesis of Ortho‐Halogen‐Substituted Aryl(Alkynyl)Phosphinates Via Aryne‐Phosphite‐Haloalkyne Coupling

Year: 2024

Type: article

Abstract: The one‐pot formation of two C−P bonds and one C−halogen bond was achieved through a mild three‐component coupling reaction utilizing arynes, phosphites, and haloalkynes. In this reaction, the aryl anion, generated from the nucleophilic addition of phosphite to aryne, directly attacked the halogen of the haloalkyne. The reaction proceeded smoothly with a wide substrate scope and good functional group tolerance. This operationally simple method enables direct access to ortho‐halogen‐substituted aryl(alkynyl)phosphinates. The synthetic utility of ortho‐halogen‐substituted aryl(alkynyl)phosphinates with prospective applications in natural product synthesis, medicinal chemistry, and materials chemistry has also been demonstrated.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.202400954

Authors: Eun Gyeong Choi, Suhyun Ji, Duck‐Hyung Lee, Seo‐Jung Han

Institutions: Sogang University, Korean Association Of Science and Technology Studies, Korea Institute of Science and Technology, Korea University of Science and Technology

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,430

Funder: Ministry of Science and ICT, South Korea