Cu (OTf) 2-catalyzed synthesis of 2, 3-disubstituted indoles and 2, 4, 5-trisubstituted pyrroles from α-diazoketones

BVS Reddy, MR Reddy, YG Rao, JS Yadav…

Index: Reddy, B. V. Subba; Reddy, M. Ramana; Rao, Y. Gopal; Yadav; Sridhar Organic Letters, 2013 , vol. 15, # 3 p. 464 - 467

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Citation Number: 35

Abstract

A novel method has been devised for the synthesis of 2, 4, 5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol% of Cu (OTf) 2. A wide range of 2, 3-disubstituted indole derivatives were also prepared from α-diazoketones and 2-aminoaryl or alkyl ketones. The synthetic versatility of this approach has been exemplified in the formal synthesis of homofascaplysin C.