Oxone-Mediated Regioselective Oxy-iodination of 1-Aryl/Alkyl Butadienes Using TBAI
Dnyaneshwar A Gorve1, Rodney A Fernandes1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, Maharashtra, India.
Abstract:
A simple, mild, and environmentally benign regioselective oxy-iodination of 1-aryl/alkyl butadienes has been developed. While styrenes have been explored previously, this work on dienes has been highly regioselective and metal-free in oxy-iodination following Markovnikov's rule. The oxy-iodination products were obtained in good to excellent yields using various co-solvents (H2O, MeOH, EtOH, AcOH, etc.). In addition, the halohydrins have been useful building blocks in the synthesis of various functionalized keto iodides and azido alcohols.
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