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Tributylstannyl Radical-Catalyzed Reaction of 1,2,3-selenadiazoles With Olefins or Dienes

Tributylstannyl Radical-Catalyzed Reaction of 1,2,3-selenadiazoles With Olefins or Dienes

Yutaka Nishiyama, Yasunobu Hada, Masahiro Anjiki, Kazuya Miyake, Sakiko Hanita, Noboru Sonoda

J Org Chem. 2002 Mar 8;67(5):1520-5.

PMID: 11871882

Abstract:

It was found that the reaction of 1,2,3-selenadiazoles derived from cyclic ketones with olefins or dienes was markedly promoted by a catalytic amount of tributylstannyl radical, which was generated in situ from tributylstannyl hydride or allyltributylstannane and AIBN, to give the corresponding dihydroselenophenes in moderate to good yields. In contrast, when 1,2,3-selenadiazoles prepared from linear and aromatic ketones were used as substrates, the same reaction did not take place, and alkynes were formed as the sole product.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1105511656	2-(Tributylstannyl)-3-methoxypyrazine		1105511-65-6	Price

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