POCl/Sulfoxide and AcCl/Sulfoxide Mediated Chlorination of Pyrrolo[2,1-]isoquinolines.

J Org Chem

Laboratory of Asymmetric Synthesis, College of Chemistry and Environmental Engineering, Chongqing University of Arts and Sciences, 319 Honghe Ave., Yongchuan, Chongqing 402160, P. R. China.

Published: August 2023

We have developed an efficient chlorination of pyrrolo[2,1-]isoquinoline derivatives using POCl as the chlorine source and tetramethylene sulfoxide as a promoter. A series of pyrrolo[2,1-]isoquinolines, polysubstituted pyrroles, and naphthols have been readily chlorinated under mild reaction conditions (26 examples, up to >99% yield). AcCl can also act as the chlorine source competently in this chlorination reaction.

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http://dx.doi.org/10.1021/acs.joc.3c01200DOI Listing

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