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  • PPA-mediated C-C bond formation: a synthetic route to substituted indeno[2,1-c]quinolin-6(7H)-ones.

PPA-mediated C-C bond formation: a synthetic route to substituted indeno[2,1-c]quinolin-6(7H)-ones.

Organic letters (2013-02-09)
Xu Liu, Qian Zhang, Dingyuan Zhang, Xiaoqing Xin, Rui Zhang, Fenguo Zhou, Dewen Dong
ABSTRACT

A facile and efficient synthesis of substituted indeno[2,1-c]quinolin-6(7H)-ones from a variety of α-acyl N-arylcinnamamides mediated by polyphosphoric acid (PPA) is described, and a mechanism involving the formation of a dicationic superelectrophile and subsequent double intramolecular nucleophilic cyclization reactions is proposed.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Polyphosphoric acid, ~105% H3PO4 basis
Sigma-Aldrich
Polyphosphoric acid, reagent grade, 115% H3PO4 basis