Cyanuric Chloride–Mediated Synthesis of Allylic Chloride—ipso‐ versus tele‐Substitution

Abstract

Synthesis of unsymmetrical allylic chlorides has been accomplished using cyanuric chloride in combination with DMF through ipso‐substitution and tele‐substitution by judicious choice of the substituents at appropriate positions of unsymmetrical allyl alcohols, taking care of their electronic and steric properties.

Keywords:

• allylic chloride
• electrophilic halogenating agent
• regioselectivity
• substitution

Acknowledgments

Financial support from the Council of Scientific and Industrial Research, New Delhi, Government of India [Grant No. 01(1673)/00/EMR‐II dated 07‐12‐2000], is gratefully acknowledged. S. R. thanks the University Grants Commission, New Delhi, Government of India, for a senior research fellowship, and M. S. thanks the Council of Scientific and Industrial Research, New Delhi, Government of India, for a senior research fellowship. The authors express profound thanks to N. Dutta of Indian Association for the Cultivation of Science, Kolkata, and professor S. R. Raychaudhuri of Jadavpur University, Kolkata for necessary assistance.