Synlett 2024; 35(20): 2367-2377
DOI: 10.1055/a-2417-1070
account
Special Issue to Celebrate the 75th Birthday of Prof. B. C. Ranu

3d-Metal-Catalyzed Single-Electron-Transfer-Induced Conversion of Carboxylic Acids and Their Equivalents

Rupali Dasharath Shinde
a   Inorganic Materials and Catalysis Division, CSIR-Central Salt and Marine Chemicals Research Institute, G. B. Marg, Bhavnagar 364002, Gujarat, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, Uttar Pradesh, India
,
Upendra Kumar Brijmohan Patel
a   Inorganic Materials and Catalysis Division, CSIR-Central Salt and Marine Chemicals Research Institute, G. B. Marg, Bhavnagar 364002, Gujarat, India
,
Sukalyan Bhadra
a   Inorganic Materials and Catalysis Division, CSIR-Central Salt and Marine Chemicals Research Institute, G. B. Marg, Bhavnagar 364002, Gujarat, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, Uttar Pradesh, India
› Author Affiliations
We sincerely thank the Central Salt and Marine Chemicals Research Institute, Council of Scientific and Industrial Research (CSIR) (CSMCRI Project No. MLP 0077, HCP 0049), the Science and Engineering Research Board (SERB) (Grant no. CRG/2022/003868), and the UGC (fellowship to R.D.S.) for financial support.


Abstract

This account describes the latest developments on 3d-metal-catalyzed single-electron-transfer (SET)-induced strategies that use carboxylic acids and their synthetic equivalents as substrates. In general, 3d-metal-promoted SET-mediated transformations of free carboxylic acids proceed readily via the formation of carboxylate radicals, whilst those of carboxylic acid equivalents, bearing an N-donor substituent, proceed via the formation of α-carbo radicals. The advantages of these strategies combine the low-cost of carboxylic acid starting materials and 3d metal catalysts with the possibility of realizing structurally diverse ranges of compounds in an atom- and step-economic manner. Developments primarily achieved by our group and a few by other researchers on this topic are discussed in this account.

1 Introduction

2 Mechanistic Considerations of 3d-Metal-Catalyzed SET-Mediated Transformations

3 Developments Based on SET-Mediated Transformations of Carboxylic Acids

4 Developments Based on SET-Mediated Transformations of Carboxylic Acid Equivalents

5 Conclusion and Outlook



Publication History

Received: 08 August 2024

Accepted after revision: 17 September 2024

Accepted Manuscript online:
17 September 2024

Article published online:
15 October 2024

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