Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Heterocyclic Compounds. XIX. The Reaction of the Thiazolo [3, 2-b] pyridazinium Perchlorates with Carbanions
佐藤 和恵宮坂 貞荒川 基一
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キーワード: ^<13>C NMR
ジャーナル フリー

1982 年 30 巻 1 号 p. 35-43

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抄録
On reaction with sodium salts of such active methylene compounds as ethyl cyanoacetate, malononitrile, ethyl malonate and phenylacetonitrile, thiazolo [3, 2-b] pyridazinium perchlorates (I) furnish anhydro-8-(α, α-disubstituted methylene)-5, 8-dihydrothiazolo [3, 2-b]-pyridazinium hydroxides (IV, V, VI, and VII). On treatment with sodium hydrosulfide as a nucleophile, I affords anhydro-8-mercaptothiazolo [3, 2-b] pyridazinium hydroxide (X). The reaction is initiated by the nucleophilic addition of the reagents at the 8-position, and subsequent oxidation by atmospheric oxygen via radical intermediates gives rise to the ylide compounds.
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© The Pharmaceutical Society of Japan
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