Figure 3. Scope of photocatalytic decarboxylative azidation of carboxylic acids^a.

^aStandard conditions: Substrate (0.1 mmol), Fe(NO₃)₃·9H₂O (0.02 mmol), TMSN₃ (0.4 mmol), Na₂CO₃ (1.1 mmol), MeCN (0.25 mL), 390 nm LED light, rt, 24 h. ^bCH₂Br₂ was added as an internal standard (NMR yield).

^cFe(NO₃)₃·9H₂O (0.03 mmol) was used.

^dNa₂CO₃ (0.04 mmol) was used.

^eReaction performed on 0.3 mmol scale with (2 X 52W) purple LEDs (390 nm).

^fReaction was performed under the following conditions: Substrate (0.1 mmol), Fe(NO₃)₃·9H₂O (0.03 mmol), TMSN₃ (0.4 mmol), Na₂CO₃ (0.02 mmol), MeCN/DCM=1/1 (0.25 mL), Mg(NO₃)₂·6H₂O (0.1 mmol), 390 nm LED light, rt, 24 h. NMR yield is in the parentheses (CH₂Br₂ as an internal standard).

^gsame conditions as f but MeCN (0.25 mL) was used. NMR yield is in the parentheses (CH₂Br₂ as an internal standard).

^hsame conditions as f but Fe(NO₃)₃·9H₂O (0.02 mmol) was used. NMR yield is in the parentheses (CH₂Br₂ as an internal standard).

ⁱReaction performed on 500 mg scale and yield is in the parentheses.

^j Same conditions as f but Fe(NO₃)₃·9H₂O (0.02 mmol) and MeCN (0.25 mL) were used. NMR yield is in the parentheses (CH₂Br₂ as an internal standard).