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Agasti S, Maity S, Szabo KJ, et al. Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds. Adv Synth Catal. 2015;357(10):2331-2338doi: 10.1002/adsc.201500308.
Agasti, S., Maity, S., Szabo, K. J., & Maiti, D. (2015). Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds. Advanced synthesis & catalysis, 357(10), 2331-2338. https://doi.org/10.1002/adsc.201500308
Agasti, Soumitra, et al. "Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds." Advanced synthesis & catalysis vol. 357,10 (2015): 2331-2338. doi: https://doi.org/10.1002/adsc.201500308
Agasti S, Maity S, Szabo KJ, Maiti D. Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds. Adv Synth Catal. 2015 Jul 06;357(10):2331-2338. doi: 10.1002/adsc.201500308. Epub 2015 Jul 14. PMID: 26347405; PMCID: PMC4552971.
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Adv Synth Catal. 2015 Jul 06;357(10):2331-2338. doi: 10.1002/adsc.201500308. Epub 2015 Jul 14.

Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds.

Advanced synthesis & catalysis

Soumitra Agasti, Soham Maity, Kalman J Szabo, Debabrata Maiti

Affiliations

  1. Department of Chemistry, Indian Institute of Technology Bombay Powai, Mumbai - 400076, India E-mail: [email protected].
  2. Department of Organic Chemistry, Stockholm University SE-106 91 Stockholm, Sweden E-mail: [email protected].

PMID: 26347405 PMCID: PMC4552971 DOI: 10.1002/adsc.201500308

Abstract

Palladium-catalyzed oxidative annulations between phenols and alkenylcarboxylic acids produced a library of benzofuran compounds. Depending on the nature of the substitution of the phenol precursor, either 2,3-dialkylbenzofurans or 2-alkyl-3-methylene-2,3-dihydrobenzofurans can be synthesized with excellent regioselectivity. Reactions between conjugated 5-phenylpenta-2,4-dienoic acids and phenol gave 3-alkylidenedihydrobenzofuran alkaloid motifs while biologically active 7-arylbenzofuran derivatives were prepared by starting from 2-phenylphenols. More interestingly, selective incorporation of deuterium from D

Keywords: C–H activation; benzofurans; deuterium; palladium; synthetic methods

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