Stereoselective Synthesis of Tetrasubstituted Alkenes via a Cp*Co ^III ‐Catalyzed C−H Alkenylation/Directing Group Migration Sequence

Angewandte Chemie International Edition, Год журнала: 2017, Номер 56(25), С. 7156 - 7160

Опубликована: Май 16, 2017

Abstract A highly atom economical and stereoselective synthesis of tetrasubstituted α,β‐unsaturated amides was achieved by a Cp*Co III ‐catalyzed C−H alkenylation/directing group migration sequence. carbamoyl directing group, which is typically removed after functionalization, worked as an internal acylating agent migrated onto the alkene moiety product. The realized with catalyst, while related Cp*Rh catalyst did not promote process. product further converted into two types tricyclic compounds, one had fluorescent properties.

Язык: Английский

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A General Cp*Co^III-Catalyzed Intramolecular C−H Activation Approach for the Efficient Total Syntheses of Aromathecin, Protoberberine, and Tylophora Alkaloids

Chemistry - A European Journal, Год журнала: 2017, Номер 23(50), С. 12149 - 12152

Опубликована: Июнь 11, 2017

Herein, we report a Cp*CoIII -catalyzed C-H activation approach as the key step to create highly valuable isoquinolones and pyridones building blocks that can readily be applied in total syntheses of variety aromathecin, protoberberine, tylophora alkaloids. This particular activation/annulation reaction was achieved with several terminal well internal alkyne coupling partners delivering broad scope excellent functional group tolerance. The synthetic applicability this protocol reported herein demonstrated two Topo-I-Inhibitors 8-oxyprotoberberine cores further elaborated into tetrahydroprotoberberine protoberberine alkaloid core. Moreover these were also transformed six different alkaloids expedient fashion.

Язык: Английский

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Domino C–H/N–H Allylations of Imidates by Cobalt Catalysis

ACS Catalysis, Год журнала: 2017, Номер 7(5), С. 3430 - 3433

Опубликована: Апрель 10, 2017

The domino C–H/N–H allylation of aryl imidates was accomplished by a versatile cobalt(III) catalyst. In contrast to tandem rhodium/palladium catalysis approach, an operationally simple cationic cobalt complex proved effective in the step-economical functionalization directly provide expedient access decorated vinyl isoquinolines kinetically relevant C–H activation.

Язык: Английский

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Cp*Co(III)-Catalyzed C–H Acylmethylation of Arenes by Employing Sulfoxonium Ylides as Carbene Precursors

Organic Letters, Год журнала: 2018, Номер 20(18), С. 5981 - 5984

Опубликована: Сен. 12, 2018

A Cp*Co(III)-catalyzed C-H bond functionalization of a range arenes by employing sulfoxonium ylides as carbene precursors instead diazo compounds and other has been established. This reaction is highly efficient without any additive, possesses high step atom economies, tolerates functional groups.

Язык: Английский

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Catalytic addition of C–H bonds across C–C unsaturated systems promoted by iridium(i) and its group IX congeners

Chemical Society Reviews, Год журнала: 2020, Номер 49(20), С. 7378 - 7405

Опубликована: Янв. 1, 2020

Transition metal-catalyzed hydrocarbonations of unsaturated substrates have emerged as powerful synthetic tools for increasing molecular complexity in an atom-economical manner. Although this field was traditionally dominated by low valent rhodium and ruthenium catalysts, recent years, there been many reports based on the use iridium complexes. In cases, these reactions a different course from those their homologs, even allow performing otherwise inviable transformations. review we aim to provide informative journey, early pioneering examples field, most them other metals than iridium, transformations catalyzed designed Ir(i) The is organized type C-H bond that activated (with C sp2, sp or sp3), well C-C partner used hydrocarbonation (alkyne, allene alkene). Importantly, discuss mechanistic foundations methods highlighting differences previously proposed processes related metals, particularly same group (Co Rh).

Язык: Английский

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