A. Kamal, B. R. Prasad, M. N. A. Khan
Sep 3, 2007
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0
Influential Citations
11
Citations
Journal
Journal of Molecular Catalysis A-chemical
Abstract
Abstract The tetrahydroquinoline moiety is an important structural component of a number of natural products. The reaction of aryl azides with 2,3-dihydro-2 H -furan and 3,4-dihydro-2 H -pyran in the presence of chlorotrimethylsilane-sodium iodide (TMSCl–NaI) affords the corresponding 1,2,3,4-tetrahydroquinoline derivatives in an efficient manner and most of these compounds exhibited cis selectivity. The aza-Diels–Alder reaction may proceed through in situ generation of aryl amines followed by the reaction between 2-azadiene and another equivalent of cyclic enol resulting in the formation of 1,2,3,4-tetrahydroquinolines.