An expedient pseudo four-component synthesis of dispiroindandione fused indeno-N-methylmorpholine, spectroscopic, X-ray diffraction and DFT studies

Synthesis of a novel heterocycle comprising N-methylmorpholine, spiroindandione and indenone units in good yield via one-pot pseudo four-component cascade cycloaddition reaction is described. The structure of the cycloadduct was elucidated by spectroscopic analysis and its complete stereochemistry was assigned by single crystal X-ray diffraction analysis. Further, the mechanistic rationalization for the formation of the hitherto unexpected cycloadduct is provided by performing density functional theory (DFT) calculations. (C) 2014 Elsevier B.V. All rights reserved.