Synthesis of Trichlorophenol Derivatives

Abstract

An expedient three‐step procedure for the synthesis of trichlorophenol derivatives based on the acid‐catalyzed rearrangement of the bicyclic ketone precursors 6a–e in high overall yield is described. The bicyclic ketone precursors 6a–e were obtained from Diels–Alder cycloadducts of β‐substituted vinyl acetates with tetrachloro‐5,5‐dimethoxycyclopentadiene in two steps.

Keywords:

• Acid‐catalyzed rearrangement
• cycloaddition
• Diels–Alder reaction
• trichlorophenols

Acknowledgments

Financial support from the Department of Science and Technology (DST), New Delhi, is gratefully acknowledged. F. A. K. acknowledges the DST for a Swarnajayanti Fellowship. S. C. thanks CSIR for a fellowship.