Synthesis
DOI: 10.1055/s-0036-1589108
paper
© Georg Thieme Verlag Stuttgart · New York

A Facile Access to trans-3-Styryl-4-hydrazinocyclopentenes via Palladium­-Catalyzed Ring Opening of Diazanorbornenes with (Z)-β-Bromostyrenes/2,3-Dibromohydrocinnamic Acids

S. Saranyaa, S. Sarath Chanda, b, Greeshma Gopalana, b, V. Jijithaa, K. V. Radhakrishnan*a, b
  • aOrganic Chemistry Section, National Institute for Interdisciplinary Science and Technology (CSIR), Thiruvananthapuram 695019, India
  • bAcademy of Scientific and Innovative Research (AcSIR), CSIR-NIIST, Thiruvananthapuram 695019, India   Email: radhu2005@gmail.com
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 (eFirst)

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.

Supporting Information