Paper
Base-Mediated Cyclocondensation of Salicylaldehydes and 2-Bromoallyl Sulfones for the Synthesis of 3-Sulfonylchromene Derivatives and Their Regioselective Friedel-Crafts Heteroarylation Reactions.
Published Oct 26, 2015 · Anand Kumar, Srinivas Thadkapally, R. Menon
The Journal of organic chemistry
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Abstract
Cesium carbonate-mediated reaction of 2-hydroxybenzaldehydes and 2-bromoallyl sulfones afforded 2H- and 4H-chromenol derivatives endowed with a 3-arylsulfonyl group. 2-Bromoallyl sulfones functioned as synthetic equivalents of allenyl sulfones under these conditions. The 2H- and 4H-chromenol derivatives underwent regioselective Friedel-Crafts reactions with heteroarenes in the presence of p-toluenesulfonic acid to afford 4-heteroaryl-4H-chromene derivatives in excellent yields.
Base-mediated cyclocondensation of salicylaldehydes and 2-bromoallyl sulfones leads to 3-sulfonylchromene derivatives, which can undergo regioselective Friedel-Crafts reactions with heteroarenes for
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