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Selectfluor-Mediated Synthesis of β‑Acyl Allyl Sulfones/β-Acyl Allyl Benzotriazoles from Ketones/Acetylenes, Aryl Sulfinates/Benzotriazole, and DMSO as a Dual-Carbon Synthon
A Selectfluor-mediated approach for the synthesis of β-acyl allyl sulfones/β-acyl allyl benzotriazoles with excellent atom economy from readily available acetophenones/aryl acetylenes, aryl sulfinates/benzotriazoles, and dimethyl sulfoxide (DMSO) is described. In this protocol, DMSO acts as a dual-c...
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Published in: | Journal of organic chemistry 2022-03, Vol.87 (5), p.2435-2445 |
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Main Authors: | , , |
Format: | Article |
Language: | English |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | A Selectfluor-mediated approach for the synthesis of β-acyl allyl sulfones/β-acyl allyl benzotriazoles with excellent atom economy from readily available acetophenones/aryl acetylenes, aryl sulfinates/benzotriazoles, and dimethyl sulfoxide (DMSO) is described. In this protocol, DMSO acts as a dual-carbon synthon, resulting in a transition-metal-free construction of two C–C and one C–S or two C–C and one C–N bonds in one pot. This approach is extended to generate chemically diverse compounds. Additionally, β-acyl allyl sulfones/β-acyl allyl benzotriazoles were prepared from acetylenes instead of acetophenones. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.1c02348 |