An Efficient Synthesis of Alkynyl Selenides and Telurides from Terminal Acetylenes and Diorganoyl Dichalcogenides Catalyzed by Copper Oxide Nanopowder

An Efficient Synthesis of Alkynyl Selenides and Telurides from Terminal Acetylenes and Diorganoyl Dichalcogenides Catalyzed by Copper Oxide Nanopowder

Godoi, Marcelo; Ricardo, Eduardo Wronscki; Frizon, Tiago Elias; Singh, Devender; Braga, Antonio Luiz

Abstract:

Alkynyl chalcogenides are interesting class of compounds having a variety of uses in organic synthesis. Especially, alkynylselenides and alkynyl telurides have been used as useful precursors in hydroamination, hydrosulfonation and hydroboration reactions. The most commonly method used for the synthesis of alkynyl calcogenides involves metal-assisted cross coupling reaction by using either Mg or Cu salts. However, delicate reaction conditions or stoichiometric amount of metal salts were the main drawbacks for these protocols. On the other hand, CuO nanopowder has emerged as a useful catalyst in several transformations, and it has also been employed with success in the synthesis of organochalcogenides. Thus, according to our ongoing research into organochalcogen chemistry, herein we have reported the synthesis of the alkynyl selenides and telurides by using CuO nanopowder as catalyst.

Alkynyl chalcogenides are interesting class of compounds having a variety of uses in organic synthesis. Especially, alkynylselenides and alkynyl telurides have been used as useful precursors in hydroamination, hydrosulfonation and hydroboration reactions. The most commonly method used for the synthesis of alkynyl calcogenides involves metal-assisted cross coupling reaction by using either Mg or Cu salts. However, delicate reaction conditions or stoichiometric amount of metal salts were the main drawbacks for these protocols. On the other hand, CuO nanopowder has emerged as a useful catalyst in several transformations, and it has also been employed with success in the synthesis of organochalcogenides. Thus, according to our ongoing research into organochalcogen chemistry, herein we have reported the synthesis of the alkynyl selenides and telurides by using CuO nanopowder as catalyst.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0115-1

Referências bibliográficas

• [1] 1 (a) Comasseto, J. V. J. Organomet. Chem. 1983, 253, 131. (b) Braga, A. L.; Reckziegel, A.; Silveira, C. C.; Comasseto, J. V. Synth. Commun. 1994, 24, 1165. (c) Comasseto, J. V.; Menezes, P. H.; Stefani, H. A.; Zeni, G.;
• [2] Braga, A. L. Tetrahedron 1996, 52, 9687.
• [3] 2 (a) Das, J. P.; Roy, U. K.; Roy, S. Organometallics 2005, 24, 6136; (b) Braga, A. L. et al. Tetrahedron Lett. 1993, 34, 393.
• [4] 3 Singh, D.; Narayanaperumal, S.; Gul, K.; Godoi, M.; Rodrigues, O. E. D.; Braga, A. L. Green Chem. 2010, 12, 957.

Como citar:

Godoi, Marcelo; Ricardo, Eduardo Wronscki; Frizon, Tiago Elias; Singh, Devender; Braga, Antonio Luiz; "An Efficient Synthesis of Alkynyl Selenides and Telurides from Terminal Acetylenes and Diorganoyl Dichalcogenides Catalyzed by Copper Oxide Nanopowder", p-115-115. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0115-1