36159-03-2Relevant academic research and scientific papers
Borontribromide-mediated C-C bond formation in cyclic ketones: A transition metal free approach
Ahmad, Imran,Pathak, Vinay,Vasudev, Prema G.,Maurya, Hardesh K.,Gupta, Atul
, p. 24619 - 24634 (2014/07/07)
Borontribromide (BBr3) is a well-known demethylating agent. The current investigation was focused on a new application of borontribromide as a C-C bond forming agent in cyclic ketones. In this study, borontribromide mediated C-C bond formation reactions of tetralones, chromenone, thiochromenone and indanones were explored. A methoxy group containing ketones showed selective C-C bond formation reaction instead of demethylation of the methoxy group. MM2 steric energy calculations for the final products showed that the reaction favored the formation of exo- or endo-cyclic double bond containing products, depending upon their low MM2 steric energy in a specific frame structure, as observed in X-ray crystallography. A comprehensive crystallographic and pi-stacking analysis of product 10a demonstrated the formation of 10a as an enantiomeric mixture, and its centre of inversion was stabilized by a set of three unique pi-pi interactions.
Indane dimerization products obtained by treatment of N-acylindan-1-amines with ethyl polyphosphate (EPP)
Moglioni, Albertina G.,Tombari, Dora G.,Moltrasio Iglesias, Graciela Y.
, p. 3459 - 3462 (2007/10/03)
This report describes the diverse dimeric products obtained by treatment of N-acylindan-1-amines with ethyl polyphosphate in chloroform-diethyl ether solution at 80°C for 8 h. Possible mechanisms for such reactions are discussed.
