Studies on Organic Fluorine Compounds. XLV. Synthesis and Regioselective Substitution Reaction of 3-Trifluoromethylfuran

KOSUKE KAWADA; Osamu Kitagawa; YOSHIRO KOBAYASHI

Studies on Organic Fluorine Compounds. XLV. Synthesis and Regioselective Substitution Reaction of 3-Trifluoromethylfuran

KOSUKE KAWADA, Osamu Kitagawa, YOSHIRO KOBAYASHI

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Abstract

3-Trifluoromethylfuran (1) was efficiently synthesized by the reaction of 4-methyloxazole with 3, 3, 3-trifluoropropyne. Lithiation of 1 with n-butyllithium followed by reaction with an electrophile gave the corresponding 2-substituted 3-trifluoromethylfuran (4). Starting from 2-triethylsilyl-3-trifluoromethylfuran (4a), 2-substituted 4-trifluoromethylfurans (6) were synthesized.

Original language	English
Pages (from-to)	3670-3674
Journal	Chemical and Pharmaceutical Bulletin
Volume	33
Issue number	9
Publication status	Published - 1985

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title = "Studies on Organic Fluorine Compounds. XLV. Synthesis and Regioselective Substitution Reaction of 3-Trifluoromethylfuran",

abstract = "3-Trifluoromethylfuran (1) was efficiently synthesized by the reaction of 4-methyloxazole with 3, 3, 3-trifluoropropyne. Lithiation of 1 with n-butyllithium followed by reaction with an electrophile gave the corresponding 2-substituted 3-trifluoromethylfuran (4). Starting from 2-triethylsilyl-3-trifluoromethylfuran (4a), 2-substituted 4-trifluoromethylfurans (6) were synthesized.",

author = "KOSUKE KAWADA and Osamu Kitagawa and YOSHIRO KOBAYASHI",

year = "1985",

language = "English",

volume = "33",

pages = "3670--3674",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

number = "9",

}

TY - JOUR

T1 - Studies on Organic Fluorine Compounds. XLV. Synthesis and Regioselective Substitution Reaction of 3-Trifluoromethylfuran

AU - KAWADA, KOSUKE

AU - Kitagawa, Osamu

AU - KOBAYASHI, YOSHIRO

PY - 1985

Y1 - 1985

N2 - 3-Trifluoromethylfuran (1) was efficiently synthesized by the reaction of 4-methyloxazole with 3, 3, 3-trifluoropropyne. Lithiation of 1 with n-butyllithium followed by reaction with an electrophile gave the corresponding 2-substituted 3-trifluoromethylfuran (4). Starting from 2-triethylsilyl-3-trifluoromethylfuran (4a), 2-substituted 4-trifluoromethylfurans (6) were synthesized.

AB - 3-Trifluoromethylfuran (1) was efficiently synthesized by the reaction of 4-methyloxazole with 3, 3, 3-trifluoropropyne. Lithiation of 1 with n-butyllithium followed by reaction with an electrophile gave the corresponding 2-substituted 3-trifluoromethylfuran (4). Starting from 2-triethylsilyl-3-trifluoromethylfuran (4a), 2-substituted 4-trifluoromethylfurans (6) were synthesized.

M3 - Article

SN - 0009-2363

VL - 33

SP - 3670

EP - 3674

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 9

ER -

Studies on Organic Fluorine Compounds. XLV. Synthesis and Regioselective Substitution Reaction of 3-Trifluoromethylfuran

Abstract

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