Publication:
Scandium(III)-Triflate-Catalyzed Pinacol-Pinacolone Rearrangement and Cyclization of 1,2-Diaryl-1,2-Ethanediol: A Versatile Synthesis of 1-Aryl-2,3-Dihydro-1H-3-Benzazepines

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Issued Date

2019

Resource Type

Article

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application/pdf

ISSN

21935807

DOI

10.1002/ajoc.201900318

Other identifier(s)

2-s2.0-85069704529

Rights Holder(s)

Scopus

Bibliographic Citation

Asian Journal of Organic Chemistry. Vol 8, No.8 (2019), p.1441-1447

Suggested Citation

Ieawsuwan W., Pingaew R., Kunkaewom S., Ploypradith P., Ruchirawat S. Scandium(III)-Triflate-Catalyzed Pinacol-Pinacolone Rearrangement and Cyclization of 1,2-Diaryl-1,2-Ethanediol: A Versatile Synthesis of 1-Aryl-2,3-Dihydro-1H-3-Benzazepines. Asian Journal of Organic Chemistry. Vol 8, No.8 (2019), p.1441-1447. doi:10.1002/ajoc.201900318 Retrieved from: https://hdl.handle.net/20.500.14740/5202

Title

Scandium(III)-Triflate-Catalyzed Pinacol-Pinacolone Rearrangement and Cyclization of 1,2-Diaryl-1,2-Ethanediol: A Versatile Synthesis of 1-Aryl-2,3-Dihydro-1H-3-Benzazepines

Author(s)

Ieawsuwan W.
 Pingaew R.
 Kunkaewom S.
 Ploypradith P.
 Ruchirawat S.

Abstract

An efficient scandium(III)-triflate-catalyzed pinacol-pinacolone rearrangement and cyclization of 1,2-diaryl-1,2-ethanediol has been developed, providing a variety of 2,3-dihydro-1H-3-benzazepine derivatives in good yields. The obtained products could be transformed to other valuable building blocks for the synthesis of some biologically active compounds or natural products. Moreover, this protocol was also successfully employed for the synthesis of the corresponding 1-phenyl-3,4,5,6-tetrahydrobenzo[d]azocine and 3-phenylisoquinoline products. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

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URI

https://hdl.handle.net/20.500.14740/5202

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Scopus: Year 1983-2021

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