Reaction of Spiro[4H-3,1-benzoxazine-4,4'-piperidin]-2(1H)-one Derivatives and Related Compounds with Phosphorus Oxychloride

• 高井 春樹

  Tokyo Research Laboratory, Kyowa Hakko Kogyo Co., Ltd.,

• 小場瀬 宏之

  Tokyo Research Laboratory, Kyowa Hakko Kogyo Co., Ltd.,

• 寺西 正行

  Tokyo Research Laboratory, Kyowa Hakko Kogyo Co., Ltd.,

抄録

Treatment of spiro[4H-3,1-benzoxazine-4,4'-piperidin]-2(1H)-one derivatives with POCl_3 yielded 1,2,3,4-tetrahydro-2,9-diazaphenanthrene derivatives through a novel rearrangment. The reaction is suggested to processed via the formation of an isocyanate by dehydrative cleavage of the oxazinone ring with POCl_3. It was also found that treatment of 4-(2-methoxycarbonylamino-phenyl)-1,2,5,6-tetrahydropyridine derivatives with trichlorosilane/triethylamine gave the corresponding 10-oxo-1,2,3,4,9,10-hexahydro-2,9-diazaphenanthrene derivatives.

収録刊行物

• Chemical & pharmaceutical bulletin

  Chemical & pharmaceutical bulletin 34 (5), 1901-1906, 1986-05-25

  公益社団法人日本薬学会

キーワード

• spiro compound
• piperidine
• benzoxazine
• Bischler-Napieralski reaction
• phosphorus oxychloride
• trichlorosilane
• 2, 9-diazaphenanthrene

詳細情報

• CRID: 1570291227531947392
• NII論文ID: 110003626322
• NII書誌ID: AA00602100
• ISSN: 00092363
• 本文言語コード: en
• データソース種別:
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