Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals | Zendy

Benjamin D. W. Allen | Zendy; Mishra Deepak Hareram | Zendy; Alex C. Seastram | Zendy; Tom McBride | Zendy; Thomas Wirth | Zendy; Duncan L. Browne | Zendy; Louis C. Morrill | Zendy

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Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals

Author(s) -

Benjamin D. W. Allen,

Mishra Deepak Hareram,

Alex C. Seastram,

Tom McBride,

Thomas Wirth,

Duncan L. Browne,

Louis C. Morrill

Publication year - 2019

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.9b03652

Subject(s) - chemistry , manganese , electrochemistry , alkoxy group , catalysis , radical , substrate (aquarium) , combinatorial chemistry , photochemistry , organic chemistry , electrode , alkyl , oceanography , geology

A manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols has been developed. This electrochemical method provides access to alkoxy radicals from alcohols and exhibits a broad substrate scope, with various cyclopropanols and cyclobutanols converted into synthetically useful β- and γ-chlorinated ketones (40 examples). Furthermore, the combination of recirculating flow electrochemistry and continuous inline purification was employed to access products on a gram scale.

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