A Mild and Regioselective Route to Fluoroalkyl Aromatic Compounds via Directed Cycloaddition Reactions | Zendy

David L. Cousins | Zendy; Yee Hwee Lim | Zendy; Joseph P. A. Harrity | Zendy

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A Mild and Regioselective Route to Fluoroalkyl Aromatic Compounds via Directed Cycloaddition Reactions

Author(s) -

David L. Cousins,

Yee Hwee Lim,

Joseph P. A. Harrity

Publication year - 2022

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.2c00800

Subject(s) - regioselectivity , cycloaddition , surface modification , boron , chemistry , combinatorial chemistry , ring (chemistry) , organic chemistry , catalysis

The synthesis of perfluoroalkyl-substituted (hetero)arenes by benzannulation strategies is complementary to ring functionalization approaches as it obviates the need for pre-existing functionality and innate regiocontrol. We report a mild and regiospecific boron-directed benzannulation method as a vehicle for accessing a range of perfluoroalkyl-substituted (hetero)aromatic building blocks that can be readily elaborated through established C-B bond functionalization processes.

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