Synthesis 2021; 53(24): 4614-4620
DOI: 10.1055/a-1559-3346
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Iodosulfonylation of Alkynes under Ultrasound Irradiation

Chuanjiang Zhou
,
Xianghua Zeng
This research work was supported by the National Natural Science Foundation of Zhejiang Province (Grant No. LY17B030011).


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Abstract

(E)-β-Iodo vinylsulfones are synthesized under ultrasound irradiation using alkynes, sulfonyl hydrazides, potassium iodide and hydrogen peroxide. The key features of this protocol are the speed and efficiency of the reactions, which afford good to excellent yields of the desired products by employing ultrasound as the driving force. Mechanistic studies reveal that a sulfonyl radical intermediate is generated via sulfonyl iodide homolysis.

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Publication History

Received: 05 July 2021

Accepted after revision: 27 July 2021

Accepted Manuscript online:
27 July 2021

Article published online:
01 September 2021

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