One‐Pot Reactions of Ynones with Isothiocyanates for Accessing 2‐Aminothiophenone and Indole‐Fused/Indole‐Substituted Thiophenone Derivatives DOI

Zefeng Jin,

LI Cui-ying,

Guodong Shen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(24), С. 5151 - 5159

Опубликована: Авг. 29, 2024

Abstract A copper or silver‐catalyzed cascade addition/5‐ exo‐dig cyclization/isomerization reaction of isothiocyanate with ynone has been developed. This strategy enables the synthesis a variety ( Z )‐2‐ylidene‐5‐aminothiophen‐3‐one derivatives diverse substitutions in single vessel. The method is featured pot‐economy as well regio‐ and ‐selectivity. Several biologically active molecules could be modified using this strategy. Moreover, relevant indole‐fused indole‐substituted thiophenone were also assembled one pot by merging other bond formation methods. Based on experiments related reports, pathway triggered addition ynone‐derived radical towards C( sp )‐atom was proposed to elucidate probable process transformation.

Язык: Английский

Advances in Transition Metal Catalysis and Organocatalysis Approaches towards Asymmetric Synthesis of β-Amino Acid Derivatives DOI

Farrukh Sajjad,

Shuyue Zhang, Ming‐Hua Xu

и другие.

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Авг. 16, 2024

Abstract The stereoselective synthesis of β-amino acids has attracted major attention among the synthetic community in recent years. This review provides an overview important advances chiral acid over past decade. It covers development enantioselective methods using transition-metal complexes or organocatalysts, mainly including catalytic asymmetric hydrogenation, Mannich reaction, multicomponent reactions diazo compounds, and conjugate addition. Additionally, optically active by other approaches are also summarized. 1 Introduction 2 Strategies towards Asymmetric Synthesis β-Amino Acids 2.1 Hydrogenation 2.2 Reaction 2.3 Conjugate Addition 2.4 Multicomponent Reactions 2.5 Miscellaneous 2.5.1 from Chiral Amines 2.5.2 Isoxazolidinones 2.5.3 Other Methodologies 3 Summary Outlook

Язык: Английский

Процитировано

2

Cobalt-Catalyzed Enantioselective Reductive Addition of Ketimine with Cyclopropyl Chloride to Construct the Chiral Amino Esters Bearing Cyclopropyl Fragments DOI
Jiangtao Hu, Tingting Xia, Xianqing Wu

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(22), С. 6311 - 6318

Опубликована: Янв. 1, 2024

Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing fragments broad functional group tolerance and excellent enantioselectivities.

Язык: Английский

Процитировано

1

Synthesis of β-Tertiary Amino Acids Analogues via Cobalt-Catalyzed Stereoselective Radical Addition DOI
Hisashi Yamamoto, Abhijit Paul

Synfacts, Год журнала: 2024, Номер 20(05), С. 0553 - 0553

Опубликована: Апрель 15, 2024

Key words β-tertiary amino acids - asymmetric reductive addition radical pathway

Язык: Английский

Процитировано

0

One‐Pot Reactions of Ynones with Isothiocyanates for Accessing 2‐Aminothiophenone and Indole‐Fused/Indole‐Substituted Thiophenone Derivatives DOI

Zefeng Jin,

LI Cui-ying,

Guodong Shen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(24), С. 5151 - 5159

Опубликована: Авг. 29, 2024

Abstract A copper or silver‐catalyzed cascade addition/5‐ exo‐dig cyclization/isomerization reaction of isothiocyanate with ynone has been developed. This strategy enables the synthesis a variety ( Z )‐2‐ylidene‐5‐aminothiophen‐3‐one derivatives diverse substitutions in single vessel. The method is featured pot‐economy as well regio‐ and ‐selectivity. Several biologically active molecules could be modified using this strategy. Moreover, relevant indole‐fused indole‐substituted thiophenone were also assembled one pot by merging other bond formation methods. Based on experiments related reports, pathway triggered addition ynone‐derived radical towards C( sp )‐atom was proposed to elucidate probable process transformation.

Язык: Английский

Процитировано

0