- Synthesis of 2,3,4,5-tetrahydro-1H-2-benzazepines via Pummerer-type cyclization of N-arylmethyl-N-(3-phenylsulfinylpropyl) formamides
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A construction of 1H-benzazepine ring system was achieved via a modified Pummerer reaction of N-arylmethyl-N-(3-phenylsulfinylpropyl)-formamides (5) using trifluoroacetic acid and borontrifluoride etherate. This method provides an effective synthesis of 7,8-dimethoxy-2,3,4,5-tetrahydro-1H-2-benzazepine (10a), the synthetic intermediate of capsazepine (1), an antagonist of capsaicin and resinferatoxin.
- Horiguchi, Yoshie,Saitoh, Toshiaki,Terakado, Sachiko,Honda, Konomi,Kimura, Tomoko,Toda, Jun,Sano, Takehiro
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p. 967 - 984
(2007/10/03)
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