1161422-72-5Relevant academic research and scientific papers
Allenyl azide cycloaddition chemistry. 2,3-Cyclopentennelated indole synthesis through indolidene intermediates
Feldman, Ken S.,Hester II, D. Keith,Iyer, Malliga R.,Munson, Paul J.,Lopez, Carlos Silva,Faza, Olalla Nieto
experimental part, p. 4958 - 4974 (2009/11/30)
(Chemical Equation Presented) The thermal, photochemical, and photochemical/CuI-mediated cascade cyclizations of a range of substituted 1-(2-azidophenyl)-3-alkenylallenes are described. These reactions provide both 1,2- and 2,3-cyclopentennelated indole products in varying ratios. In most cases, high regioselectivity for the 2,3-annelated isomer can be achieved under the h?/CuI conditions. Computational studies of this multistep reaction support the intermediacy of indolidene intermediates whose electrocyclizations (with or without copper present) define the regioselectivity branch point in the sequence.
