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elsherbeni-et-al-2024-accessing-highly-substituted-indoles-via-b(c6f5)3-catalyzed-secondary-alkyl-group-transfer.pdf (1.53 MB)

Accessing Highly Substituted Indoles via B(C6F5)3-Catalyzed Secondary Alkyl Group Transfer

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journal contribution
posted on 2024-03-15, 10:38 authored by Salma A Elsherbeni, Rebecca L Melen, Alex PulisAlex Pulis, Louis C Morrill
Herein, we report a synthetic method to access a range of highly substituted indoles via the B(C6F5)3-catalyzed transfer of 2° alkyl groups from amines. The transition-metal-free catalytic approach has been demonstrated across a broad range of indoles and amine 2° alkyl donors, including various substituents on both reacting components, to access useful C(3)-alkylated indole products. The alkyl transfer process can be performed using Schlenk line techniques in combination with commercially available B(C6F5)3·nH2O and solvents, which obviates the requirement for specialized equipment (e.g., glovebox).

Funding

British Council and the Egyptian Cultural Affairs and Missions Sector for a PhD studentship through the Newton-Mosharafa Fund

School of Chemistry, Cardiff University

Stopped-Flow NMR Spectroscopy for the Physical and Life Sciences

Engineering and Physical Sciences Research Council

Find out more...

EPSRC EP/Y00146X/1

History

Author affiliation

College of Science & Engineering/Chemistry

Version

  • VoR (Version of Record)

Published in

The Journal of Organic Chemistry

Volume

89

Issue

6

Pagination

4244-4248

Publisher

American Chemical Society (ACS)

issn

0022-3263

eissn

1520-6904

Copyright date

2024

Available date

2024-03-15

Spatial coverage

United States

Language

en

Deposited by

Dr Alex Pulis

Deposit date

2024-03-14

Data Access Statement

The data underlying this study are openly available in the Cardiff University data catalogue at: 10.17035/d.2023.0296158061.

Rights Retention Statement

  • No

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