Journal
TETRAHEDRON LETTERS
Volume 53, Issue 16, Pages 2066-2069Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.02.028
Keywords
PEG-400; Vinyl chalcogenides; Bis-chalcogenides
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Funding
- FAPERGS [PRONEX 10/0005-1, PRO-NEM 11/2026-4, PqG 11/0719-3]
- CAPES
- FINEP
- CNPq
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The preparation of bis-phenylchalcogen alkenes starting from phenylseleno alkynes is described. The nucleophilic species of selenium, tellurium and sulfur were generated in situ from the reaction of the respective diphenyl dichalcogenide with NaBH4 in PEG-400 as solvent. The chalcogenolate anions were efficiently and selectively added to a variety of phenylselenoalkynes at mild conditions, furnishing the respective (Z)-1,2-bis-phenylchalcogen alkenes in good yields. (C) 2012 Elsevier Ltd. All rights reserved.
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