Selective 2,3′‐Homodimerization of Indoles Using Mechanochemistry: a Convenient Synthesis 2,3′‐Biindoles

Abstract 2,3‐biindole (or 2,3‐bisindole) is an important structural feature found in many biologically active synthetic and natural products. Though many excellent methods have been reported to achieve selective 2,3′homodimerization of indole to produce 2,3‐biindole compounds, most of them need strong co‐oxidants and other additives to enable the reactions. In recent times, mechanochemistry is picking up as a promising sustainable, environmentally‐benign tool in modern organic chemistry. Because, mechanochemistry not only presents a fair deal to avoid the use of environmentally hazardous, unsafe, expensive large quantities of solvents (waste reduction), it is also found to accelerate reactions and even enable new chemical transformations. We herein report such greener, atom‐economical, solvent‐free, and oxidant‐free Pd‐catalyzed 2,3′homodimerization of two indolyl groups to furnish 2,3‐biindole compounds in an environment‐friendly fashion using Liquid Assisted Grinding (LAG) mechanochemical process.

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Journal
ChemistrySelect
Published
2025-04-01
DOI
https://doi.org/10.1002/slct.202500519
Citations
1
Primary Topic
Asymmetric Synthesis and Catalysis
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article
Field-Weighted Citation Impact
0.94
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article

Selective 2,3′‐Homodimerization of Indoles Using Mechanochemistry: a Convenient Synthesis 2,3′‐Biindoles

Swathi Rejinthala, Dilip V. Jarikote, Muralikrishna Valluri, Saidi Reddy Vangala et al.
1 citations
ChemistrySelect
Asymmetric Synthesis and Catalysis
0.94
article

Selective 2,3′‐Homodimerization of Indoles Using Mechanochemistry: a Convenient Synthesis 2,3′‐Biindoles

Swathi Rejinthala, Dilip V. Jarikote, Muralikrishna Valluri, Saidi Reddy Vangala, Srinivas Medaboina, Kali Charan Gulipalli, Satyanarayana Tummanapalli, Guda Venkatesu, Rajababu Kanuganti, Nagaraju Muthyala, Naga Satyanarayana Adapa, Vamsi Krishna Penninti
article en
1 citations

Abstract

Abstract 2,3‐biindole (or 2,3‐bisindole) is an important structural feature found in many biologically active synthetic and natural products. Though many excellent methods have been reported to achieve selective 2,3′homodimerization of indole to produce 2,3‐biindole compounds, most of them need strong co‐oxidants and other additives to enable the reactions. In recent times, mechanochemistry is picking up as a promising sustainable, environmentally‐benign tool in modern organic chemistry. Because, mechanochemistry not only presents a fair deal to avoid the use of environmentally hazardous, unsafe, expensive large quantities of solvents (waste reduction), it is also found to accelerate reactions and even enable new chemical transformations. We herein report such greener, atom‐economical, solvent‐free, and oxidant‐free Pd‐catalyzed 2,3′homodimerization of two indolyl groups to furnish 2,3‐biindole compounds in an environment‐friendly fashion using Liquid Assisted Grinding (LAG) mechanochemical process.

ChemistrySelectVol. 10(14)
Albany Molecular Research (United States) (US)
Openalex Percentile: Top 27%
Asymmetric Synthesis and Catalysis
0.94
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