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      "Anti-Michael addition" of Grignard reagents to sulfonylacetylenes: synthesis of alkynes.

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          Abstract

          In this work, the addition of Grignard reagents to arylsulfonylacetylenes, which undergoes an "anti-Michael addition", resulting in their alkynylation under very mild conditions is described. The simplicity of the experimental procedure and the functional group tolerance are the main features of this methodology. This is an important advantage over the use of organolithium at -78 °C that we previously reported. Moreover, the synthesis of diynes and other examples showing functional group tolerance in this anti-Michael reaction is also presented.

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          Author and article information

          Journal
          Org. Biomol. Chem.
          Organic & biomolecular chemistry
          Royal Society of Chemistry (RSC)
          1477-0539
          1477-0520
          May 10 2017
          : 15
          : 18
          Affiliations
          [1 ] Departamento de Química Orgánica (módulo 01). Universidad Autónoma de Madrid. Calle Francisco Tomás y Valiente, 7, Cantoblanco, 28049 Madrid, Spain. jose.aleman@uam.es.
          Article
          10.1039/c7ob00783c
          28422251
          307e8f50-c72c-46c6-926d-010e68f5cf23
          History

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