Divergent Access to 1-Naphthols and Isocoumarins via Rh(III)-Catalyzed C–H Activation Assisted by Phosphonium Ylide

Organic Letters, Год журнала: 2017, Номер 19(13), С. 3410 - 3413

Опубликована: Июнь 12, 2017

Rh-catalyzed C–H activation of phenacyl phosphoniums in coupling with α-diazocarbonyl compounds has been realized the assistance a mutifunctional phosphonium ylidic directing group, providing expedient accesses to 1-naphthols and isocoumarins. Switchable synthesis isocoumarins was by substrate control, where these transformations were enabled initial subsequent intramolecular Wittig reaction or nucleophilic C–O formation.

Язык: Английский

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Rhodium(iii)-catalyzed alkylation of primary C(sp³)–H bonds with α-diazocarbonyl compounds

Chemical Communications, Год журнала: 2016, Номер 52(62), С. 9672 - 9675

Опубликована: Янв. 1, 2016

Rh(iii)-catalyzed intermolecular chelation-assisted insertion of primary sp³ C–H bonds into α-diazocarbonyl compounds, for the first time, is reported under mild reaction conditions.

Язык: Английский

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Synthesis of Isocoumarins from Cyclic 2-Diazo-1,3-diketones and Benzoic Acids via Rh(III)-Catalyzed C–H Activation and Esterification

The Journal of Organic Chemistry, Год журнала: 2017, Номер 82(4), С. 2081 - 2088

Опубликована: Янв. 20, 2017

A mild and efficient Rh(III)-catalyzed C-H activation/esterification reaction for the synthesis of isocoumarins has been developed. This procedure uses readily available benzoic acids cyclic diazo-1,3-diketones as starting materials involves domino intermolecular activation in combination with intramolecular esterification to give corresponding moderate excellent yields. process provides a facile approach construction containing various functional groups that does not require any additives.

Язык: Английский

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Cobalt(III)‐Catalyzed Alkylation of Primary C(sp³)–H Bonds with Diazo Compounds

Advanced Synthesis & Catalysis, Год журнала: 2017, Номер 359(17), С. 2912 - 2917

Опубликована: Июнь 14, 2017

Abstract Chelation‐assisted C( sp 2 )–H metalation/carbenoid insertion has been well investigated. However, the analogous carbene functionalization of 3 bonds remains a great challenge. Here we report first cobalt(III)‐catalyzed alkylation 8‐methylquinolines with diazo compounds through primary cobaltation/carbenoid insertion. The reaction is highly efficient, scalable and tolerates variety functional groups. Furthermore, unique protocol can be applied to synthesis azatricyclic antibiotic compounds. magnified image

Язык: Английский

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Rh(III)-Catalyzed Oxidative Annulation Leading to Substituted Indolizines by Cleavage of C(sp²)–H/C(sp³)–H Bonds

Organic Letters, Год журнала: 2016, Номер 18(12), С. 2816 - 2819

Опубликована: Июнь 7, 2016

Rhodium(III)-catalyzed oxidative annulation reactions of pyridinium trifluoromethanesulfonate salts with alkynes leading to substituted indolizines by cleavage C(sp2)–H/C(sp3)–H bonds are developed. The starting materials readily available, and the have a broad substrate scope. This reaction overcomes some drawbacks previous indolizine synthetic methods provides new efficient route derivatives.

Язык: Английский

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