Diverse One-Pot Electrophilic Trapping Reactions of 2-Quinolyl­zincates with Acyl Chlorides and Allyl Iodide

Abstract

The tandem acylation reactions of 2-quinolylzincates under one-pot reaction conditions facilitated the formation of biologically active (Z)-3-alkylidenephthalides and multifunctionalized quinoline derivatives at specific positions. The reactions of these zincates with allyl iodide produced three different types of temperature- and alkyl-ligand-dependent C-2 homologated quinolines. The reaction mechanisms for the formation of the presented products from 2-quinolylzincates are also proposed in detail.

Key words

2-quinolylzincate - electrophilic trapping reaction - acylation - multifunctionalization - homologation - isomerization

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