A Synthesis of "Dual Warhead" β-Aryl Ethenesulfonyl Fluorides and One-Pot Reaction to β-Sultams.

Chinthakindi PK, Govender KB, Kumar AS, Kruger HG, Govender T, Naicker T, Arvidsson PI

Org. Lett. 19 (3) 480-483 [2017-02-03; online 2017-01-11]

Herein, we report an operationally simple, ligand- and additive-free oxidative boron-Heck coupling that is compatible with the ethenesulfonyl fluoride functional group. The protocol proceeds at room temperature with chemoselectivity and E-isomer selectivity and offers facile access to a wide range of β-aryl/heteroaryl ethenesulfonyl fluorides from commercial boronic acids. Furthermore, we demonstrate a "one-pot click" reaction to directly transform the products to aryl-substituted β-sultams.

Affiliated researcher

PubMed 28075600

DOI 10.1021/acs.orglett.6b03634

Crossref 10.1021/acs.orglett.6b03634

Publications 9.5.0