Fig. 3: Substrate scope for the biocompatible decarboxylative coupling of NHNI ester with silyl enol ethers.
From: Biocompatible decarboxylative coupling enabled by N-hydroxynaphthalimide esters
a NHNI esters without D-A framework. b Silyl enol ethers. c NHNI esters with D-A framework. The reactions were conducted under Condition A (E. coli (BL21 strain) cell lysate) with NHNI esters (0.05 mmol) and silyl enol ether (0.1 mmol), and under Condition B (Tris buffer) with NHNI esters (0.2 mmol) and silyl enol ether (0.4 mmol), using blue LEDs, and r.t. for 0.5–6 h. Yields were determined by 1H NMR using an appropriate internal standard. NI naphthalimide, NHNI ester N-hydroxynaphthalimide ester, TMS trimethylsilyl, r.t. room temperature, D–A donor–acceptor, Boc tert-butoxycarbonyl, Fmoc fluorenylmethoxycarbonyl, Cbz benzyloxycarbonyl, Ac acetyl.
