Rh(iii)-Catalyzed ortho C–H functionalization of aromatic amides with bis(phenylsulfonyl)diazomethane and α-diazosulfones

Abstract

A Rh(III)-catalyzed migratory insertion of bis(phenylsulfonyl) carbene and -sulfonyl carbenes into ortho C−H bonds of aryl amides has been developed. The products were obtained with moderate to excellent yields under...

Rh(III)‐Catalyzed C−H Functionalization of N‐Nitrosoanilines with α‐Sulfonylcarbenes

“…Based on our previous study, [9a] [Cp*RhCl 2 ] 2 /AgSbF 6 was examined, but only 7% yield was observed (Table 1, entry 2). While [Cp*RhCl 2 ] 2 /AgSbF 6 /AgOAc was used as the catalyst, [9b] to our delight, an excellent yield was obtained (Table 1, entry 3). Other transition metal catalysts (Ir, Pd, Co and Ru) were also examined (Table 1, entry 4), but they were found to be inefficient for the reaction.…”

Regioselective ortho C–H insertion of N-nitrosoanilines with naphthoquinone carbenes

“…We initiated the study with a model reaction of N -nitrosoaniline 1a and diazonaphthoquinone 2a , and the results are summarized in Table 1. Referring to our previous studies, 9 [Cp*RhCl 2 ] 2 /AgSbF 6 was used as the catalyst in dichloroethane (DCE) (Table 1, entry 1). To our delight, the expected product 3a was obtained in 68% yield.…”