Tetrahedron Letters

A mild and efficient dehydrogenation of indolines

U Tilstam, M Harre, T Heckrodt, H Weinmann

Index: Tilstam, Ulf; Harre, Michael; Heckrodt, Thilo; Weinmann, Hilmar Tetrahedron Letters, 2001 , vol. 42, # 32 p. 5385 - 5387

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Citation Number: 30

Abstract

A new mild and efficient dehydrogenation of indolines to indoles has been developed. For the dehydrogenation trichloroisocyanuric acid is used in combination with DBU. After work- up with sodium hydrogen sulfite it was possible to obtain indole in an almost quantitative yield. The new method is also suitable for indolines bearing electron withdrawing or electron donating groups. Under the reaction conditions no ring chlorination was observed.

~71%

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