Construction of the tetrahydroquinoline spiro skeleton via cascade [1,5]-hydride transfer-involved C(sp3)–H functionalization “on water”?

Green Chemistry Pub Date: 2017-10-24 DOI: 10.1039/C7GC02353G

Abstract

The pharmaceutically important tetrahydroquinoline spiro compounds were efficiently constructed via cascade SNAr/Knoevenagel condensation/[1,5]-hydride transfer/cyclization on water, featuring high atom-economy and step-economy. This water-based redox-neutral C(sp3)–H functionalization rendered a 4-step cascade reaction successful without resorting to any catalysts.

Graphical abstract: Construction of the tetrahydroquinoline spiro skeleton via cascade [1,5]-hydride transfer-involved C(sp3)–H functionalization “on water”
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