Value Addition to α‐Position of Carbonyl: Synthesis of 2‐Arylidene and Halocycloalkanones

Abstract Benzocyclotrimers (BCTs) like trindane and dodecahydrotriphenylene (DDHTP) have attracted attention as key components for the construction of higher polycyclic aromatic hydrocarbons due to their aesthetic architecture that is useful in developing beautiful carbocycles of higher order. However, there are limited reports on these ring systems since their functionalization is a formidable task. Our personal engagement with these scaffolds prompted us to explore the synthesis of their synthetically useful derivatives. Herein, we report syntheses of a new series of their derivatives by exploiting the α–position of these cycloalkanones using classical Claisen‐Schmidt condensation reaction as well as simple and practical α‐C sp 3 –H halogenation with suitable halogenating agents.

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Publication Details

Journal
ChemistrySelect
Published
2024-09-13
DOI
https://doi.org/10.1002/slct.202401863
Citations
1
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.25

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article

Value Addition to α‐Position of Carbonyl: Synthesis of 2‐Arylidene and Halocycloalkanones

Gaurang J. Bhatt, Deepak Chopra, Pradeep T. Deota, Yogesh Dhasmana et al.
1 citations
ChemistrySelect
Asymmetric Synthesis and Catalysis
0.25
article

Value Addition to α‐Position of Carbonyl: Synthesis of 2‐Arylidene and Halocycloalkanones

Gaurang J. Bhatt, Deepak Chopra, Pradeep T. Deota, Yogesh Dhasmana, Nidhi Kahar, Ashish C. Purohit
article en
1 citations

Abstract

Abstract Benzocyclotrimers (BCTs) like trindane and dodecahydrotriphenylene (DDHTP) have attracted attention as key components for the construction of higher polycyclic aromatic hydrocarbons due to their aesthetic architecture that is useful in developing beautiful carbocycles of higher order. However, there are limited reports on these ring systems since their functionalization is a formidable task. Our personal engagement with these scaffolds prompted us to explore the synthesis of their synthetically useful derivatives. Herein, we report syntheses of a new series of their derivatives by exploiting the α–position of these cycloalkanones using classical Claisen‐Schmidt condensation reaction as well as simple and practical α‐C sp 3 –H halogenation with suitable halogenating agents.

ChemistrySelectVol. 9(35)
Maharaja Sayajirao University of Baroda (IN), Indian Institute of Science Education and Research, Bhopal (IN)
Department of Science and Technology, Ministry of Science and Technology, India
Openalex Percentile: Top 48%
Asymmetric Synthesis and Catalysis
0.25
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