Cambridge Open Engage home
What is Cambridge Open Engage?
How to Submit
Browse
About
News [opens in a new tab]

Palladium-Catalyzed Heteroannulation of Bdan-Capped Alkynes: Rapid Access to Complex Indole Scaffolds

12 June 2025, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We report the synthesis of 2-indolylboramides via Pd-catalyzed heteroannulation of 2-iodoaniline derivatives and Bdan-capped alkynes. The process is highly regioselective, affording a diverse range of C2-borylated indoles. The synthetic utility of the process is demonstrated through the concise synthesis of several members of the Tetradium alkaloids.

Keywords

indole
boron
palladium

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
Experimental procedures, characterisation data, copies of NMR spectra
Actions

Supplementary weblinks

Title
Description
Actions
Title
Supporting Information
Description
Copies of NMR spectra
Actions
View

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Version History

Jun 12, 2025 Version 1

Metrics

121
91
0
Views
Downloads
Citations

License

CC logo
CC
BY logo
BY
The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2025-8q1r1
D O I: 10.26434/chemrxiv-2025-8q1r1 [opens in a new tab]

Funding

EPSRC
EP/W007517/1
University of St Andrews

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

Share