Maleimide-Dependent Rh(III)-Catalyzed Site-Selective Mono and Dual C-H Functionalization of 2-Arylbenzo[d]thiazole
Vidya Kumari1, Swadhin Swaraj Acharya1, Nurabul Mondal1
1Department of Chemistry, Indian Institute of Technology Patna, Bihta, Bihar 801106, India.
Abstract:
The site-selective functionalization of aromatic compounds via C-H activation has emerged as a popular tool in organic synthesis. In this study, we report a regioselective coupling of maleimide to 2-arylbenzo[d]thiazoles in the presence of a rhodium(III) catalyst. Depending upon the nature of the substituent (R2-group) present in the maleimide substrate, either mono- or bis-1,4-addition products were observed in this methodology. In the case of R2 = aryl, cyclohexyl, and tert-butyl, mono coupling was observed, whereas substituents, such as methyl, ethyl, benzyl, and methyl thiophene, provided bis coupling as the major products. Similar selectivity was also observed in the case of 2-arylbenzo[d]oxazoles.
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