Ruthenium(II)‐Catalyzed Homocoupling of Weakly Coordinating Sulfoxonium Ylides via C−H Activation/Annulations: Synthesis of Functionalized Isocoumarins DOI

Mingdong Zhou,

Zhen Peng, He Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(22), P. 5191 - 5197

Published: Sept. 30, 2019

Abstract Homocoupling of weakly coordinating sulfoxonium ylides was accomplished via ruthenium (II) catalyzed C−H activation process. This strategy provides a convenient, efficient and step‐economic method to access 3‐substituted isocoumarins with good functional group tolerance. The ylide acts both as the convenient aromatic substrate acylmethylation reagent in this transformation. Moreover, products could be transformed diverse valuable derivatives. magnified image

Language: Английский

Transition-metal-catalyzed synthesis of quinazolines: A review DOI Creative Commons
T. N. Rekha,

Seok‐Ho Kim,

Dongyun Shin

et al.

Frontiers in Chemistry, Journal Year: 2023, Volume and Issue: 11

Published: March 16, 2023

Quinazolines are a class of nitrogen-containing heterocyclic compounds with broad-spectrum pharmacological activities. Transition-metal-catalyzed reactions have emerged as reliable and indispensable tools for the synthesis pharmaceuticals. These provide new entries into pharmaceutical ingredients continuously increasing complexity, catalysis these metals has streamlined several marketed drugs. The last few decades witnessed tremendous outburst transition-metal-catalyzed construction quinazoline scaffolds. In this review, progress achieved in quinazolines under transition metal-catalyzed conditions summarized reports from 2010 to date covered. This is presented along mechanistic insights each representative methodology. advantages, limitations, future perspectives through such also discussed.

Language: Английский

Citations

17

Machine learning-guided yield optimization for palladaelectro-catalyzed annulation reaction DOI Creative Commons
Xiaoyan Hou, Shuwen Li, Johanna Frey

et al.

Chem, Journal Year: 2024, Volume and Issue: 10(7), P. 2283 - 2294

Published: July 1, 2024

Electrosynthesis has become an increasingly popular platform in modern organic chemistry, possessing distinctive features and reaction parameters like applied current/potential, electrodes, electrolyte systems, cell design. While these unique give chemists more opportunities to control reactivity selectivity, they also increase the dimensionalities of a complicate interactions between variables, making optimization challenging. Herein, we present machine learning (ML) workflow that leverages physical descriptor-based yield prediction orthogonal experimental design strike delicate balance need for sampling diversity pursuit improvements, thereby efficiently identifying ideal conditions enantioselective palladaelectro-catalyzed annulation from extensive synthetic space. This work shows potential synergizing electrochemistry data-driven approach tackle multidimensional chemical problems.

Language: Английский

Citations

6

C–H and N–H bond annulation of aryl amides with unactivated olefins by merging cobalt(iii) and photoredox catalysis DOI

Deepti Kalsi,

Nagaraju Barsu, Sagnik Chakrabarti

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(77), P. 11626 - 11629

Published: Jan. 1, 2019

A mild, environment-friendly protocol has been developed to carry out the [4+2] annulation of aryl amides with unactivated olefins.

Language: Английский

Citations

53

Decarboxylative [4+2] annulation of arylglyoxylic acids with internal alkynes using the anodic ruthenium catalysis DOI
Mu‐Jia Luo, Tingting Zhang,

Fang-Jun Cai

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(50), P. 7251 - 7254

Published: Jan. 1, 2019

A new electrochemical decarboxylative [4+2] annulation of arylglyoxylic acids with internal alkynes involving C-H functionalization by means a cooperative anode and ruthenium catalysis is presented. This reaction represents mechanistically novel strategy as an ideal supplement to the methodology employing electrooxidative process avoid use additional external oxidizing reagent utilizing H2O carboxyl oxygen atom source be engaged in synthesis 1H-isochromen-1-ones.

Language: Английский

Citations

52

Ruthenium(II)‐Catalyzed Homocoupling of Weakly Coordinating Sulfoxonium Ylides via C−H Activation/Annulations: Synthesis of Functionalized Isocoumarins DOI

Mingdong Zhou,

Zhen Peng, He Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(22), P. 5191 - 5197

Published: Sept. 30, 2019

Abstract Homocoupling of weakly coordinating sulfoxonium ylides was accomplished via ruthenium (II) catalyzed C−H activation process. This strategy provides a convenient, efficient and step‐economic method to access 3‐substituted isocoumarins with good functional group tolerance. The ylide acts both as the convenient aromatic substrate acylmethylation reagent in this transformation. Moreover, products could be transformed diverse valuable derivatives. magnified image

Language: Английский

Citations

51