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Synthesis 2018; 50(01): 184-192
DOI: 10.1055/s-0036-1589108
DOI: 10.1055/s-0036-1589108
paper
A Facile Access to trans-3-Styryl-4-hydrazinocyclopentenes via Palladium-Catalyzed Ring Opening of Diazanorbornenes with (Z)-β-Bromostyrenes/2,3-Dibromohydrocinnamic Acids
Financial assistance from the Science and Engineering Research Board (SERB) New Delhi (SB/S1/OC-24/2014) and the Council of Scientific and Industrial Research, New Delhi (12th FYP project, ORIGIN-CSC-0108) is gratefully acknowledged.Further Information
Publication History
Received: 23 July 2017
Accepted after revision: 25 August 2017
Publication Date:
04 October 2017 (online)
Abstract
trans-3-Styryl-4-hydrazinocyclopentenes have been synthesized via palladium-catalyzed desymmetrization of diazanorbornenes with (Z)-β-bromostyrenes. The reaction also works well with (Z)-β-bromostyrenes generated in situ from 2,3-dibromohydrocinnamic acids. The synthesized hydrazinocyclopentenes provide an easy route towards synthetic intermediates of many scaffolds of biological potential.
Key words
diazanorbornenes - palladium catalysis - (Z)-β-bromostyrenes - 2,3-dibromohydrocinnamic acids - functionalized cyclopentanoids - hydrazinocyclopentenesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1589108.
- Supporting Information
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