“…On the basis of previous reports and our preliminary mechanistic results, a plausible catalytic cycle is proposed (Scheme ). Initially, the active Rh(III) species I is generated from [Cp*RhCl 2 ] 2 in the presence of AgSbF 6 and KH 2 PO 4 .…”
A highly efficient Rh(III)-catalyzed C−H diamidation and diamidation/intramolecular cyclization of Niminopyridinium ylides with dioxazolones has been developed, providing diamidated products and benzoxazinone products in good to excellent yields. Notably, the tunable selectivity of this reaction can be controlled by simply switching the solvent and the temperature. This reaction features operational simplicity, a broad substrate scope, and a good functional group tolerance.
“…On the basis of previous reports and our preliminary mechanistic results, a plausible catalytic cycle is proposed (Scheme ). Initially, the active Rh(III) species I is generated from [Cp*RhCl 2 ] 2 in the presence of AgSbF 6 and KH 2 PO 4 .…”
A highly efficient Rh(III)-catalyzed C−H diamidation and diamidation/intramolecular cyclization of Niminopyridinium ylides with dioxazolones has been developed, providing diamidated products and benzoxazinone products in good to excellent yields. Notably, the tunable selectivity of this reaction can be controlled by simply switching the solvent and the temperature. This reaction features operational simplicity, a broad substrate scope, and a good functional group tolerance.
“…In contrast, Zhu and co-workers 80 observed the [3 + 3] annulation product benzoxazinones 171 when the reaction of sulfoxonium ylides with dioxazolones 169 was carried out at a higher temperature in the absence of any base additive (Scheme 79). In contrast to other annulation reports, sulfoxonium ylides serve as C3 synthons.…”
Section: Sulfoxonium Ylide As a Directing Group In Transition Metal-c...mentioning
confidence: 98%
“…The reaction mechanism initiates with the C-H activation of sulfoxonium ylides to form a 5-membered cobaltacycle intermediate A. Coordination of dioxazolone with In contrast, Zhu and co-workers 80 observed the [3 + 3] annulation product benzoxazinones 171 when the reaction of sulfoxonium ylides with dioxazolones 169 was carried out at a higher temperature in the absence of any base additive (Scheme 79). In contrast to other annulation reports, sulfoxonium ylides serve as C3 synthons.…”
Section: Sulfoxonium Ylide As a Directing Group In Transition Metal-c...mentioning
Transition metal-catalyzed cross-coupling of sp2C-H bonds with diazo compounds via carbene migratory insertion represents an efficient strategy for the construction of C-C and C-heteroatom bonds in organic synthesis. Despite the...
“…Mechanistic studies revealed that the C−H activation is involved in the rate‐determining step. The proposed catalytic cycle is given in Scheme 47 [69] …”
C−N bond formation reactions have garnered a lot of interest in recent years due to the predominance of nitrogen‐containing compounds in most pharmacological medications. Since traditional approaches have several limitations, the transition metal‐catalyzed C−H amidation/amination process has arisen as a more atom‐friendly option. Because there are so many distinct kinds of C−H bonds in organic molecules, selective amidation of C−H bonds has always been a challenge. In this scenario, the directing‐group‐assisted C−H amidation has received considerable attention, especially with inexpensive metal cobalt, due to its unique properties and efficiency. We summarize recent developments in cobalt‐catalyzed directing‐group‐aided C−H bond amidation reactions in this review. We briefly discuss the evolution of directing group preferences and their function in the site selection.
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