Tetrahedron

Synthesis of pyrrolo [1, 2-a] indoles: vilsmeier formylation of some 3-methylindol-2-yl ketones and 3 (3-methylindol-2-yl) propenoic ester

TCG Kazembe, DA Taylor

Index: Kazembe, Takawira, C.-G; Taylor, Deryck, A. Tetrahedron, 1980 , vol. 36, # 88 p. 2125 - 2132

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Citation Number: 13

Abstract

3-Methylindol-2-yl methyl ketone reacted with phosphoryl chloride in dimethylformamide to give 3-chloro-3 (3-methylindol-2-yl), propenal (4). 2-Carbomethoxy-and 2-carbethoxy-1- chloro-9H-pyrrolo [1, 2-a] indol-9-ylidene acetaldehyde (10a and b) were formed by reaction with the same reagent of 3 (3-methylindol-2-yl) propenoate (7) and 3 (3-methylindol-2-yl)-3- oxopropanoate (2) respectively. In the latter case, 2-carbethoxy-1-chloro-3-dimethylamino ...