Efficient synthesis of indoles using [3, 3]-sigmatropic rearrangement of N-trifluoroacetyl enehydrazines
O Miyata, N Takeda, Y Kimura, Y Takemoto, N Tohnai…
Index: Miyata, Okiko; Takeda, Norihiko; Kimura, Yasuo; Takemoto, Yoshiji; Tohnai, Norimitsu; Miyata, Mikiji; Naito, Takeaki Tetrahedron, 2006 , vol. 62, # 15 p. 3629 - 3647
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Citation Number: 24
Abstract
[3, 3]-Sigmatropic rearrangement of N-trifluoroacetyl enehydrazines provides a novel method for the construction of indoles. N-Trifluoroacetyl enehydrazine having a cyclopentene ring smoothly underwent [3, 3]-sigmatropic rearrangement followed by cyclization to give indolines in excellent yield. On the other hand, both cyclohexenyl N- trifluoroacetyl enehydrazine and acyclic N-trifluoroacetyl enehydrazine gave indoles in ...
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