Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.
J Am Chem Soc. 2013 May 15;135(19):7122-5. doi: 10.1021/ja402761p. Epub 2013 May 3.
An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C-H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated and led to the development of a new removable aryl group that allows for the preparation of indazoles without N-substitution. The 2-aryl-2H-indazole products also represent a new class of readily prepared fluorophores for which initial spectroscopic characterization has been performed.
报告了一种通过铑(III)催化的偶氮苯与醛的 C-H 键加成反应,高效、一步、高度官能团兼容地合成取代的 N-芳基-2H-吲唑的方法。进一步证明了不对称偶氮苯的区域选择性偶联,并开发了一种新的可去除芳基,可用于制备无 N-取代的吲唑。2-芳基-2H-吲唑产物也代表了一类新型的易于制备的荧光团,已对其进行了初步光谱特性研究。