One-pot synthesis of telluroketene acetals and haloketene acetals using sp2 geminated hetero organobismetallic intermediates |
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| Authors: | Palimécio G. Guerrero Paulo R. de Oliveira Adriano C.M. Baroni Francisco A. Marques Ricardo Labes Miguel J. Dabdoub |
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| Affiliation: | 1. Department of Chemistry and Biology, DAQBi, Paraná Federal University of Technology, UTFPR, Curitiba, PR, Brazil;2. Department of Pharmacy and Biochemistry, Federal University of Mato Grosso do Sul, UFMS, Campo Grande, MS, Brazil;3. Department of Chemistry, Federal University of Paraná, UFPR, Curitiba, PR, Brazil;4. Department of Chemistry, São Paulo State University, USP, Ribeirão Preto, SP, Brazil |
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| Abstract: | A novel one-pot synthesis of 1,1-dihalo-1-alkenes and 1,1-bis(butyltelluro)-1-alkenes was developed from hydrozirconation of alkynylzinc bromide with Cp2Zr(H)Cl and subsequent capture of the Zn/Zr 1,1-heterodimetallo-1-alkene intermediates with halogen and tellurium electrophiles. These protocols, which include multiple reactions in a one-pot procedure, allow the preparation of the potentially useful haloketene acetals and telluroketene acetals from terminal alkynes, under mild conditions and in a good yield. |
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