Table 3. Divergent Synthesis of Sulfonamides and Sulfonimidamides from Carboxylic Acids^a.

^aReaction conditions: (i) carboxylic acid (0.3 mmol), t-BuO-NSO (0.2 mmol), PC2 (10 mol %), 395–405 nm LEDs, CH₂Cl₂ (2 mL), rt, 16 h, then NaOH (2 equiv) in i-PrOH (0.4 M), rt, 16 h, or amine (2 equiv), toluene (2 mL), 20 min, 90 °C in microwave reactor. Isolated yields.

^bPC2 (20 mol %).

^cNaH (1.3 equiv), THF, 0 °C to rt, 16 h, used in place of NaOH.

^d10 equiv amine used.