Catalytic C–H Functionalization Methods Peer reviewed

Regio‐ and Stereo‐Selective CH Linear Dienylation of Diverse Arenes and Heteroarenes

Vinod Deshmukh, Om Prakash Dash, Shivam Pandey, Chandra M. R. Volla

Advanced Synthesis & Catalysis | May 28, 2026

Abstract

Abstract

Herein, we report two distinct Rh(III)‐catalyzed CH activation strategies for the stereoselective synthesis of linear 1,3‐dienes employing allenyl carbinol acetates or 1,3‐dienes as [4C]‐dienylating agents. Both protocols accommodate a broad range of aryl and heteroaryl substrates, including indole, indoline, thiophene, pyrrole, benzothiophene, and dibenzofuran. The versatility and robustness of these protocols are further demonstrated through gram‐scale synthesis and postsynthetic functionalizations of the resulting dienes, underscoring their synthetic utility. Moreover, photophysical studies of the products indicate their potential applicability for optoelectronic applications. Rh(III)‐catalyzed C‐H dienylation of a diverse array of arenes and heteroarenes has been demonstrated with linear selectivity engaging allenyl carbinol acetates or 1,3‐dienes as dienylating agents.

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Authors

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Vinod Deshmukh

first | Indian Institute of Technology Bombay

Om Prakash Dash

middle | Indian Institute of Technology Bombay | ORCID 0000-0003-1140-189X

Shivam Pandey

middle | Indian Institute of Technology Bombay

Chandra M. R. Volla

last | Indian Institute of Technology Bombay | ORCID 0000-0002-8497-1538

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Citation

BibTeX

@article{Deshmukh2026Regio,
  title = {Regio‐ and Stereo‐Selective CH Linear Dienylation of Diverse Arenes and Heteroarenes},
  author = {Vinod Deshmukh and Om Prakash Dash and Shivam Pandey and Chandra M. R. Volla},
  journal = {Advanced Synthesis & Catalysis},
  year = {2026},
  doi = {10.1002/adsc.70415},
  url = {https://doi.org/10.1002/adsc.70415}
}

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