Synthesis 2025; 57(02): 296-330
DOI: 10.1055/a-2376-3524
review
Special Topic Dedicated to Prof. H. Ila

Organocatalytic Approaches Towards the Synthesis of Asymmetric Tetrahydroquinoline (THQ) Derivatives

Kamal Kant
a   Department of Chemistry, National Institute of Technology Manipur, Imphal – 795004, India
,
Priyadarshini Naik
a   Department of Chemistry, National Institute of Technology Manipur, Imphal – 795004, India
,
Chandresh Kumar Patel
a   Department of Chemistry, National Institute of Technology Manipur, Imphal – 795004, India
,
Sanjukta Some
a   Department of Chemistry, National Institute of Technology Manipur, Imphal – 795004, India
,
Sourav Banerjee
a   Department of Chemistry, National Institute of Technology Manipur, Imphal – 795004, India
,
Nayyef Aljaar
b   Department of Chemistry, Faculty of Science, The Hashemite University, P.O. Box 330127, Zarqa – 13133, Jordan
,
Ananta K. Atta
c   Department of Chemistry, National Institute of Technology Jamshedpur, Adityapur, Jharkhand 831014, India
,
a   Department of Chemistry, National Institute of Technology Manipur, Imphal – 795004, India
› Author Affiliations
C.C.M. appreciates the Science and Engineering Research Board (SERB), New Delhi (Grants No. CRG/2020/004509 and ECR/2016/000337), and NIT Manipur for financial support. K.K. and C.K.P. are grateful to the Ministry of Education (MoE), New Delhi for fellowship support.


Abstract

1,2,3,4-Tetrahydroquinolines (THQs) are present in molecules with significant biological importance and pharmaceuticals with diverse biological activities. Various synthetic routes have been developed to tetrahydroquinolines, such as the hydrogenation of quinolines, domino reactions, intramolecular cyclization, and notably, the Povarov reaction. Organocatalysts are small, chiral organic molecules that can successfully catalyze organic transformations. This review examines the use of organocatalysts in the asymmetric synthesis of tetrahydroquinoline derivatives using aminocatalysis, NHC catalysis, and H-bonding catalysis covering the literature between 2000 and early 2024.

1 Introduction

2 Aminocatalysis

3 NHC Catalysis

4 H-Bonding Catalysis

5 Miscellaneous

6 Conclusion



Publication History

Received: 31 May 2024

Accepted after revision: 30 July 2024

Accepted Manuscript online:
30 July 2024

Article published online:
25 September 2024

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