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. 2014 Feb 7;16(4):1072–1075. doi: 10.1021/ol4034868

Table 1. Optimization of the Tandem NCR Cyclizationa.

graphic file with name ol-2013-034868_0007.jpg

temp (°C) solvent addition time (h) % yield (isolated)
80 Ph-Me 0 40–50
21 (sunlamp) Ph-Me 0 17
80 Ph-CF3 0 27
80 Ph-Me 1 61 (+Cl· transfer pdt.)
80 Ph-H 1 21
110 Ph–Me 1 74
a

All reactions were performed using 0.5 equiv of AIBN, 2 equiv of Bu3SnH, at 0.01 M. Addition over 1 h indicates a solution of AIBN and Bu3SnH was added dropwise over 1 h to a heated solution of the substrate in the indicated solvent.