Synthesis of Spiropyrans via Rh(Ⅲ)-Catalyzed[3+3]Cyclization of 3-Aryl-2H-1,4-benzoxazine and Diazonaphthalene-2H-ones
Rh(Ⅲ)-catalyzed 1∶1 coupling of 3-aryl-2H-benzo[b][1,4]oxazines with diazonaphthalene-2H-ones has been realized for mild synthesis of NH-containing spiropyrans.The reaction proceeded via C—H activation followed[3+3]annu-lation with decent functional group tolerance.Preliminary mechanistic studies have been conducted and a plausible mechanism has been proposed.
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