Copper- and Palladium-Catalyzed Cross-Coupling Reactions for the Synthesis of N‑Fused Benzo[4,5]imidazo[2,1‑b]thiazole Derivatives via Substituted trans-1,2-Diiodoalkenes, 1H‑Benzo[d]imidazole-2-thiols, and Halobenzenes

Two
transition metal (Cu and Pd)-catalyzed C–S, C–N,
and C–C bond cross-coupling reactions for the preparation of N-fused benzo­[4,5]­imidazo­[2,1-b]­thiazole
derivatives were developed. A variety of 3-substituted and 2,3-disubstituted
benzo­[4,5]­imidazo­[2,1-b]­thiazoles were efficiently
and conveniently synthesized from the coupling reaction via trans-1,2-diiodoalkenes, 1H-benzo­[d]­imidazole-2-thiols, and halobenzenes in moderate to excellent
yields.

本研究成功开发了铜(Cu)和钯(Pd)催化的C-S、C-N及C-C键交叉偶联反应，用于合成N-稠合苯并[4,5]咪唑[2,1-b]噻唑衍生物。通过采用反式-1,2-二碘烯烃、1H-苯并[d]咪唑-2-硫醇和卤代苯等原料，多种3-取代和2,3-二取代苯并[4,5]咪唑[2,1-b]噻唑衍生物得以高效且便捷地合成，产率中等至优异。