Metal-Free Activation of C(sp)-H Bond of Aromatic Acetylene (original) (raw)

Chemistry (Weinheim an der Bergstrasse, Germany), 2016

Abstract

C(sp)-H bondactivation of acetylene molecule still remains a challenge for synthetic organic chemist.In practice, It is activated by strong base and metal atoms.A veryfirst example for activating acetylenic proton under base and metal-free condition has been reported here. It gives a general method for synthesizing propargylic derivatives of cotarnine.An array of tetrahydro- isoquinolines alkaloids was synthesized by C(sp)-H bond activation of aromatic acetylenes with cotarnine at room temperature. A DFT based mechanism is proposed for following reaction has been revealed.

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