Anil Kumar K, Kannaboina Prakash, Dhaked Devendra K, Vishwakarma Ram A, Bharatam Prasad V, Das Parthasarathi
Academy of Scientific and Innovative Research(AcSIR), New Delhi, India.
Org Biomol Chem. 2015 Feb 7;13(5):1481-91. doi: 10.1039/c4ob02044h.
Cu(II)-catalyzed cross-coupling of various aryl boronic acids with 5 and 6-amino indazoles has resulted in (arylamino)-indazoles. These (arylamino)-indazoles have been utilized in synthesizing medicinally important pyrazole-fused carbazoles via Pd(II)-catalyzed cross-dehydrogenative coupling (CDC). This combined N-arylation/C-H arylation strategy has been successfully applied to the regioselective synthesis of polyheterocycles 3,6-dihydropyrazolo[3,4-c]carbazoles and 1,6-dihydro pyrazolo[4,3-c]carbazoles. Quantum chemical analysis has been carried out to understand the regioselectivity and to trace the potential energy surface of the entire reaction upon 5-N-aryl-indazole conversion to the corresponding carbazole.
铜（II）催化各种芳基硼酸与5-氨基吲唑和6-氨基吲唑的交叉偶联反应生成了（芳基氨基）吲唑。这些（芳基氨基）吲唑已被用于通过钯（II）催化的交叉脱氢偶联反应（CDC）合成具有重要药用价值的吡唑并稠合咔唑。这种N-芳基化/C-H芳基化的联合策略已成功应用于区域选择性合成多杂环化合物3,6-二氢吡唑并[3,4-c]咔唑和1,6-二氢吡唑并[4,3-c]咔唑。已进行量子化学分析以了解区域选择性，并追踪5-N-芳基吲唑转化为相应咔唑时整个反应的势能面。
