Tandem Synthesis of 3-Chloro-4-iodoisoxazoles from 1-Copper(I) Alkynes, Dichloroformaldoxime, and Molecular Iodine

2015/01/16 by Wenwen Chen, Jianlan Zhang, Bo Wang +3 · 2 citations
Chemistry · #Synthesis and Biological Evaluation #Synthesis and Catalytic Reactions #Catalytic C–H Functionalization Methods

paper · doi:10.1021/jo502634h

openalex publication_date 2015/01/16 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/15

Abstract

A tandem synthesis for structurally novel 3-chloro-4-iodoisoxazoles was developed by simply mixing 1-copper(I) alkynes, dichloroformaldoxime, and molecular iodine together. The combination of 1-copper(I) alkyne and molecular iodine was well used as a synthetic equivalent of 1-iodoalkyne without the need for tedious preparation, purification, and storage of 1-iodoalkyne.

Citations

• Synthesis of 5-Iodo-1,4-disubstituted-1,2,3-triazoles Mediated by in Situ Generated Copper(I) Catalyst and Electrophilic Triiodide Ion

Cited by

• Dichloroformaldehyde Oxime
• Phosgene oxime [wikipedia]

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