The facile synthesis of 2-bromoindoles via Cs 2 CO 3-promoted intramolecular cyclization of 2-(gem-dibromovinyl) anilines under transition-metal-free conditions
P Li, Y Ji, W Chen, X Zhang, L Wang
Index: Li, Pinhua; Ji, Yong; Chen, Wei; Zhang, Xiuli; Wang, Lei RSC Advances, 2013 , vol. 3, # 1 p. 73 - 78
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Citation Number: 6
Abstract
2-Bromoindoles were readily prepared through a facile Cs2CO3-promoted intramolecular cyclization of 2-(gem-bromovinyl)-N-methylsulfonylanilines in excellent yields under transition-metal-free conditions. This methodology could be extended to the synthesis of corresponding 2-chloroindoles. The reaction mechanism suggested that cyclization occurs through a key intermediate, phenylethynyl bromide, followed by cyclization in one-pot.
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