The general synthetic route to the target sulfonamides

July 26, 2024

• Title:       

  The general synthetic route to the target sulfonamides

• Image Source:

  Synthesis and structure-activity relationships of long-acting β2 adrenergic receptor agonists incorporating arylsulfonamide groups

• Mark:

  Scheme 3

• Associated context:

  The general synthetic route to the target sulfonamides is shown in Scheme 3. Alkylation of the homochiral (R)-oxazolidinone 11 with the alkynyl bromides 5-8 provided the corresponding alkynes 12-15. Sonogashira coupling of alkynes 12-15 with iodo- (9) or bromo-arenesulfonamides (10) gave alkynyl arenesulfonamides 16-19, which were saturated by catalytic hydrogenation to alkyl arenesulfonamides 20-23.