Synthesis of Furan Derivatives. LXXXVII. Kinetic Studies of the Thermal Curtius Rearrangement of 2-Benzofuroyl Azide and Related Compounds

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概要

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• The kinetics of the thermal Curtius rearrangement of benzoheteroaroyl azides, i.e., 2-benzofuroyl azide (2), 2-benzothenoyl azide (4), 2-indolecarbonyl azide (6), 2-, 3-, 4-, 5-, 6-, and 7-quinolinecarbonyl azides (8,10,12,13,14,and 15), and 1- and 2-naphthoyl azides (17 and 18), in toluene were studied by infrared spectrophotometry to determine how the annelation of the benzene ring to side b of 2-furoyl, 2-thenoyl, and 2-pyrrolecarbonyl azides (1,3,and 5) and 2-, 3-, and 4-pyridinecarbonyl azides (7,9,and 11) affects the rearrangement and its rate. The annelation effect slightly promotes the rearrangement ; the effect on the thiophene ring and pyrrole ring is greater than that on the furan ring, and the effect on the pyridine ring of 4-pyridinecarbonyl azide (11) is greater than that on the pyridine ring of 2- and 3-pyridinecarbonyl azides (7 and 9).

• 社団法人日本薬学会の論文
• 1981-01-25

著者

• 佐々木 秀明

  Faculty of Pharmaceutical Sciences

• 北川 徳治郎

  Faculty of Pharmaceutical Sciences

• 佐々木 秀明

  Faculty Of Pharmaceutical Sciences Kobe-gakuin University

• 北川 徳治郎

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• 西海枝 東雄

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• 那須 明弘

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• 那須 明弘

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• 西海枝 東雄

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

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