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

Bing-Xue Shen,

Bin Li, Baiquan Wang

et al.

Organic Letters, Journal Year: 2016, Volume and Issue: 18(12), P. 2816 - 2819

Published: June 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.

Language: Английский

Divergent Access to 1-Naphthols and Isocoumarins via Rh(III)-Catalyzed C–H Activation Assisted by Phosphonium Ylide DOI
Yunyun Li, Qiang Wang, Xifa Yang

et al.

Organic Letters, Journal Year: 2017, Volume and Issue: 19(13), P. 3410 - 3413

Published: June 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.

Language: Английский

Citations

81
Rhodium(iii)-catalyzed alkylation of primary C(sp3)–H bonds with α-diazocarbonyl compounds DOI
Wei Hou,

Yaxi Yang,

Yunxiang Wu

et al.

Chemical Communications, Journal Year: 2016, Volume and Issue: 52(62), P. 9672 - 9675

Published: Jan. 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.

Language: Английский

Citations

76
Synthesis of Isocoumarins from Cyclic 2-Diazo-1,3-diketones and Benzoic Acids via Rh(III)-Catalyzed C–H Activation and Esterification DOI
Cheng Yang, Xinwei He, Lanlan Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2017, Volume and Issue: 82(4), P. 2081 - 2088

Published: Jan. 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.

Language: Английский

Citations

75
Cobalt(III)‐Catalyzed Alkylation of Primary C(sp3)–H Bonds with Diazo Compounds DOI
Sheng‐Yi Yan,

Peng‐Xiang Ling,

Bing‐Feng Shi

et al.

Advanced Synthesis & Catalysis, Journal Year: 2017, Volume and Issue: 359(17), P. 2912 - 2917

Published: June 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

Language: Английский

Citations

75
Rh(III)-Catalyzed Oxidative Annulation Leading to Substituted Indolizines by Cleavage of C(sp2)–H/C(sp3)–H Bonds DOI

Bing-Xue Shen,

Bin Li, Baiquan Wang

et al.

Organic Letters, Journal Year: 2016, Volume and Issue: 18(12), P. 2816 - 2819

Published: June 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.

Language: Английский

Citations

70