A Regioselective Formal Coupling Reaction Between C(sp2) and C(sp3): o-Quinodimethane (o-QDM)-Mediated Domino Process for the Construction of 3-(2-methylbenzyl)indole Derivatives

2015 
In this work, a metal-free, regioselective, formal coupling reaction between C(sp2) of indoles and the C(sp3) of benzo[c]oxepines has been realized. This method provides an efficient approach for the synthesis of 3-(2-methylbenzyl)indole derivatives. Based on the experimental results, a sequential ring-opening/[1,5]H-shift/Michael addition mechanism was proposed.
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