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Rasheed OK, Hardcastle IR, Raftery J, et al. Aryne generation vs. Truce-Smiles and fries rearrangements during the Kobayashi fragmentation reaction: a new bi-aryl synthesis. Org Biomol Chem. 2015;13(29):8048-52doi: 10.1039/c5ob01239b.
Rasheed, O. K., Hardcastle, I. R., Raftery, J., & Quayle, P. (2015). Aryne generation vs. Truce-Smiles and fries rearrangements during the Kobayashi fragmentation reaction: a new bi-aryl synthesis. Organic & biomolecular chemistry, 13(29), 8048-52. https://doi.org/10.1039/c5ob01239b
Rasheed, O K, et al. "Aryne generation vs. Truce-Smiles and fries rearrangements during the Kobayashi fragmentation reaction: a new bi-aryl synthesis." Organic & biomolecular chemistry vol. 13,29 (2015): 8048-52. doi: https://doi.org/10.1039/c5ob01239b
Rasheed OK, Hardcastle IR, Raftery J, Quayle P. Aryne generation vs. Truce-Smiles and fries rearrangements during the Kobayashi fragmentation reaction: a new bi-aryl synthesis. Org Biomol Chem. 2015 Aug 07;13(29):8048-52. doi: 10.1039/c5ob01239b. Epub 2015 Jul 01. PMID: 26126413.
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Org Biomol Chem. 2015 Aug 07;13(29):8048-52. doi: 10.1039/c5ob01239b. Epub 2015 Jul 01.

Aryne generation vs. Truce-Smiles and fries rearrangements during the Kobayashi fragmentation reaction: a new bi-aryl synthesis.

Organic & biomolecular chemistry

O K Rasheed, I R Hardcastle, J Raftery, P Quayle

Affiliations

  1. School of Chemistry, University of Manchester, Manchester M13 9PL, UK. [email protected].

PMID: 26126413 DOI: 10.1039/c5ob01239b

Abstract

Treatment of (ortho-trimethysilyl)aryl phenylsulfonates with a soluble fluoride source initiates a Truce-Smiles rearrangement leading to the formation of functionalized bi-aryls. This new carbon-carbon bond-forming reaction proceeds without recourse to transition metal catalysis, under mild reaction conditions and with good functional group compatibility.

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