Intramolecular Buchwald–Hartwig N-arylation of bicyclic hydrazines: practical access to spiro[indoline-2,3′-piperidines]

Author:

Fleurisson Claire1,Graidia Nessrine1,Foricher Yann2,Benedetti Erica1ORCID,Micouin Laurent1ORCID

Affiliation:

1. Université Paris Cité, CNRS, Laboratoire de Chimie et de Biochimie Pharmacologiques et Toxicologiques, F-75006 Paris, France

2. Sanofi R&D, Integrated Drug Discovery, F-94400 Vitry-sur-Seine, France

Abstract

An intramolecular Buchwald–Hartwig N-arylation of bicyclic hydrazines and the subsequent reductive cleavage of their N–N bond provide straightforward access to unprecedented spiro[indoline-2,3′-piperidine] derivatives.

Funder

Sanofi

Association Nationale de la Recherche et de la Technologie

ACentre National de la Recherche Scientifique

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference44 articles.

1. Extension and revision of the nomenclature for spiro compounds

2. Spirocyclic Motifs in Natural Products

3. Spirocyclic Scaffolds in Medicinal Chemistry

4. Opportunities for Tapping into Three-Dimensional Chemical Space through a Quaternary Carbon

5. J. J.Li and M.Yang , Spirocyclic Piperidines , in Drug Discovery with Privileged Building Blocks: Tactics in Medicinal Chemistry , CRC Press , 2022 , pp. 251–257

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