Regioselective synthesis of cyclopentenones from 4-thianone

H Matsuyama, Y Miyazawa, Y Takei…

Index: Matsuyama, Haruo; Miyazawa, Yasuyuki; Takei, Yuji; Kobayashi, Michio Journal of Organic Chemistry, 1987 , vol. 52, # 9 p. 1703 - 1710

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Citation Number: 37

Abstract

&: ooc" a"(a) RX, K2C03, acetone reflux;(b) RX, Me2S0, 25" C;(c) LiC1, HMPA, 80" C, or NaCl, wet Me2S0, 150" C. active functional group for a ring transformation. However, organic syntheses using 4-thianone have been little studied and only a few examples ...

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2,3-dihydro-4H-thiopyran-4-one Structure

57242-69-0

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3-pentylcyclopent-2-en-1-one Structure

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3-pentylcyclope...

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2-(p-tolylsulfonyl)-4-thianone Structure

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3-pentylcyclopent-2-en-1-one Structure

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7-(p-tolylsulfonyl)-1,4-dioxa-8-thiaspiro[4.5]decane 8,8-dioxide Structure

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3-pentylcyclopent-2-en-1-one Structure

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7-n-pentyl-7-(p-tolylsulfonyl)-1,4-dioxa-8-thiaspiro[4.5]-decane 8,8-dioxide Structure

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3-pentylcyclopent-2-en-1-one Structure

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N/A Structure

107617-10-7

N/A

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3-pentylcyclopent-2-en-1-one Structure

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N/A Structure

91791-17-2

N/A

~82%

2-prop-2-enylcyclopent-2-en-1-one Structure

51557-85-8

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2-prop-2-enylcyclopent-3-en-1-one Structure

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4160-61-6

Methyl 4-oxotet...

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Tetrahydrothiopyran-4-one Structure

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Tetrahydrothiop...

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2-prop-2-enylcyclopent-3-en-1-one Structure

61020-31-3

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N/A Structure

91791-17-2

N/A

~0%

2-prop-2-enylcyclopent-2-en-1-one Structure

51557-85-8

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2-prop-2-enylcyclopent-3-en-1-one Structure

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5-prop-2-enylcyclopent-2-en-1-one Structure

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Methyl 4-oxotetrahydro-2H-thiopyran-3-carboxylate Structure

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Methyl 4-oxotet...

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5-prop-2-enylcyclopent-2-en-1-one Structure

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Tetrahydrothiopyran-4-one Structure

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5-prop-2-enylcyclopent-2-en-1-one Structure

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Methyl 4-oxotetrahydro-2H-thiopyran-3-carboxylate Structure

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Methyl 4-oxotet...

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Tetrahydrothiopyran-4-one Structure

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N/A Structure

91791-17-2

N/A

~0%

2-prop-2-enylcyclopent-2-en-1-one Structure

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2-prop-2-enylcyclopent-3-en-1-one Structure

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Methyl 4-oxotetrahydro-2H-thiopyran-3-carboxylate Structure

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Methyl 4-oxotet...

~%

2-prop-2-enylcyclopent-2-en-1-one Structure

51557-85-8

2-prop-2-enylcy...

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Tetrahydrothiopyran-4-one Structure

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Tetrahydrothiop...

~%

2-prop-2-enylcyclopent-2-en-1-one Structure

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N/A Structure

97694-65-0

N/A

~%

2-prop-2-enylcyclopent-2-en-1-one Structure

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6-allyl-1,4-dioxa-8-thiaspiro[4.5]decane Structure

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2-prop-2-enylcyclopent-2-en-1-one Structure

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N/A Structure

91791-12-7

N/A

~%

2-prop-2-enylcyclopent-2-en-1-one Structure

51557-85-8

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