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Synthesis 2020; 52(14): 2092-2098
DOI: 10.1055/s-0039-1707988
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© Georg Thieme Verlag Stuttgart · New York

Palladium/Norbornene Chemistry in the Synthesis of Polycyclic Indolines with Simple Nitrogen Sources

Mehran Ghasemi
a   School of Chemistry, College of Science, University of Tehran, 14155-6455 Tehran, Iran   Email: jafarpur@khayam.ut.ac.ir
b   Faculty of Chemistry, Kharazmi University, No. 43 Mofateh Street, Enghelab Ave., 15719-14911 Tehran, Iran   Email: habibi@khu.ac.ir
,
Farnaz Jafarpour∗
a   School of Chemistry, College of Science, University of Tehran, 14155-6455 Tehran, Iran   Email: jafarpur@khayam.ut.ac.ir
,
Azizollah Habibi∗
b   Faculty of Chemistry, Kharazmi University, No. 43 Mofateh Street, Enghelab Ave., 15719-14911 Tehran, Iran   Email: habibi@khu.ac.ir
› Author Affiliations
Further Information

Publication History

Received: 19 December 2019

Accepted after revision: 15 February 2020

Publication Date:
27 March 2020 (online)

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Abstract

An efficient procedure has been developed to synthesize ­indoline derivatives through a palladium-catalyzed Heck reaction/C–H activation/dual amination cascade in one pot. This constitutes the first intermolecular catalytic approach to directly access N-alkylindolines with a broad substrate scope in the absence of any ligands. This method highlights the use of readily available amines and ureas as the required nitrogen sources in building up the indoline core.

Key words

amines - N-alkylindolines - norbornene - palladacycle - urea

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1707988.
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