1,3-Dipolar Cycloaddition Reaction of 2-[(Trimethylsilylmethylamino)(methylthio)]methylene-1,3-indandione and 2-[(Trimethylsilylmethylthio)(methylthio)]methylene-1,3-indandione : Synthetic Equivalents of Cyclic Dicarbonyl Alkylideneazomethine and Alkylide
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概要
- 論文の詳細を見る
2-[(Trimethylsilylmethylamino)(methylthio)]methylene- and 2-[(trimethylsilylmethylthio)(methylthio)]methylene-1,3-indandiones (1a, b), which are readily prepared by reaction of the corresponding 2-bis(methylthio)methylene-1,3-indandione (12) with trimethylsilylmethylamine (13a) and trimethylsilylmethylmercaptan (13b), were found to be synthetic equivalents of carbonyl alkylidene-azomethine and alkylidene-thiocarbonyl ylides. Reaction of 1a, b with reactive hetero-dipolarophiles such as aldehydes and ketones and reactive alkenes in the presence of cesium fluoride gave 1,3-dipolar cycloadducts, 4,5-dihydro-2-(1,3-dioxoindan-2-ylidene)-1,3-oxazoles (6a-f, 7a-c), 4,5-dihydro-2-(1,3-dioxoindan-2-ylidene)pyrroles (8a-c), 2-alkylidene-1,3-oxathiolanes (9a-k, 10a, b), and 2-alkylidenethiophenes (11a-c), via formation of the counterpart of the carbonyl-substituted intermediate with concomitant desilylation.
- 公益社団法人日本薬学会の論文
- 1996-04-15
著者
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Kohra Shinya
Faculty of Environmental Studies, Nagasaki University
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Kohra Shinya
Faculty Of Environmental Studies Nagasaki University
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Kohra Shinya
Faculty Of Liberal Arts Nagasaki University
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TAKADA Satoshi
Faculty of Health Science, Kobe University School of Medicine
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Tominaga Yoshinori
Nagasaki Univ. Nagasaki Jpn
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Tominaga Yoshinori
Faculty Of Pharmaceutical Science Nagasaki University
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Takada S
Faculty Of Pharmaceutical Science Nagasaki University
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Takada Satoshi
Faculty Of Health Science Kobe University School Of Medicine
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Kohra Shinya
Faculty of Environmental Sciences
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