Organocatalytic Deoxyhalogenation of Alcohols with Inorganic Halides

Directsubstitution of alcohols has been a popular topicin organicchemistry. Deoxyhalogenation of alcohols represents one of the mostimportant transformations for accessing organic halides. However,a practical catalytic protocol with readily available, inexpensive,and stable inorganic halides is still unknown. Herein, we report anorganocatalytic deoxyhalogenation of alcohols with inorganic halides,which avoids the employment of stoichiometric activators and organichalogenating reagents. Various alcohols are transformed to the correspondingorganic bromides and iodides in good yield. Through the one-pot sequentialprocess, C-N, C-O, C-F, C-Cl, and C-Sbond formation can also be achieved with good yield.

Automated summary

A practical catalytic protocol for the deoxyhalogenation of alcohols with inorganic halides is reported. The method avoids the need for stoichiometric activators and organic halogenating reagents, and allows for the formation of organic bromides and iodides in good yield. Furthermore, the one-pot sequential process enables the formation of C-N, C-O, C-F, C-Cl, and C-S bonds with good yield.