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Synlett 2001; 2001(5): 0706-0708
DOI: 10.1055/s-2001-13370
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A New Synthesis of α-Phenylseleno Esters and Acids from Terminal Alkynes

Marcello Tiecco* , Lorenzo Testaferri, Andrea Temperini, Luana Bagnoli, Francesca Marini, Claudio Santi
  • *Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, Università degli Studi di Perugia, I-06123 Perugia, Italy; Fax 39 07 55 85 51 16; E-mail: tiecco@unipg.it
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Publication Date:
31 December 2001 (online)

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Alkynyl phenyl selenides, easily prepared from terminal alkynes, react with p-toluenesulfonic acid to afford (Z)-α-(phenylseleno)vinyl p-toluenesulfonates. The reactions of these compounds with phenylselenyl sulfate in the presence of alcohols or water give the corresponding α-phenylseleno esters or acids, respectively.

selenium - electrophilic additions - alkynes - alkenes - esters