title: Reaction of Alkyl Halides with Rongalite: One-Pot and Telescoped Syntheses of Aliphatic Sulfonamides, Sulfonyl Fluorides, and Unsymmetrical Sulfones.
abstract: An efficient methodology has been developed for the one-pot or telescoped synthesis of aliphatic sulfonamides, sulfonyl fluorides, and unsymmetrical sulfones on the basis of interrupted alkylation of sodium hydroxymethylsulfinate (rongalite) with alkyl halides. The protocols are conducted under mild conditions, use inexpensive and shelf-stable reagents, and are not sensitive to air/moisture. These conditions can be applied in rapid parallel chemical synthesis, which was demonstrated by the preparation of a small sulfonamide library based on the core structure of the anticoagulant drug Tirofiban.
authors: Medicinal Sciences, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
authors: Andre
authors: A
authors: Shavnya
authors: Medicinal Sciences, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
authors: Steven B
authors: SB
authors: Coffey
authors: Medicinal Sciences, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
authors: Kevin D
authors: KD
authors: Hesp
authors: Medicinal Sciences, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
authors: Stuart C
authors: SC
authors: Ross
authors: Medicinal Sciences, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
authors: Andy S
authors: AS
authors: Tsai