PhI (OCOCF3) 2-Mediated Cyclization of o-(1-Alkynyl) benzamides: Metal-Free Synthesis of 3-Hydroxy-2, 3-dihydroisoquinoline-1, 4-dione
C Yang, X Zhang, D Zhang-Negrerie…
Index: Zhang, Ningning; Yang, Rui; Zhang-Negrerie, Daisy; Du, Yunfei; Zhao, Kang Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8705 - 8711
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Citation Number: 6
Abstract
The synthesis of an undocumented skeleton of 3-hydroxy-2, 3-dihydroisoquinoline-1, 4- diones has been discovered and reported. The reaction consists of an intramolecular cyclization of o-(1-alkynyl) benzamides in MeCN/H2O, mediated by metal-free, hypervalent reagent of PhI (OCOCF3) 2, followed by an oxidative hydroxylation reaction. The mechanism consisting of two pathways has been proposed and discussed.
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