Two Cascade Processes Initiated by the Insertion of Benzyne into the Se═O Bond.

Org Lett

School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing, P. R. China 400030.

Published: March 2023

Two sets of cascade processes have been realized, both of which were initiated with a benzyne insertion into the Se═O bond. The key factors to differentiate these processes are based on the structures of diaryl selenium oxides and reaction conditions. When diaryl selenium oxides containing an weak σ-electron-withdrawing group were used, triarylselenonium salts were obtained at room temperature, while -(aryloxy)phenyl phenyl selanes could be produced from diaryl selenium oxides at 100 °C.

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http://dx.doi.org/10.1021/acs.orglett.3c00304DOI Listing

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