Chemical Papers

, Volume 65, Issue 3, pp 345–351 | Cite as

Regioselective N-alkylation of (2-chloroquinolin-3-yl) methanol with N-heterocyclic compounds using the Mitsunobu reagent

  • Selvaraj Mohana Roopan
  • Fazlur-Rahman Nawaz KhanEmail author
  • Jong Sung JinEmail author
Original Paper


The Mitsunobu reaction is a well-established fundamental reaction and has been widely applied in organic synthesis. In this paper, under Mitsunobu conditions dehydration proceeds between (2-chloroquinolin-3-yl)methanol and nitrogen heterocyclic compounds such as quinazolinone, pyrimidone, 2-oxoquinoline in dry THF in the presence of triethylamine, triphenylphosphane and diethyl azodicarboxylate to give the corresponding products. As part of our recent research, we attempted to couple two N-heterocyclic compounds under Mitsunobu reaction conditions to provide efficient building blocks for natural product synthesis.


Mitsunobu reaction N-heterocyclic compounds (2-chloroquinolin-3-yl)methanol DEAD P(Ph)3 THF 


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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2011

Authors and Affiliations

  1. 1.Organic & Medicinal Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced SciencesVIT UniversityVellore, Tamil NaduIndia
  2. 2.Division of High Technology Materials Research, Busan CenterKorea Basic Science Institute (KBSI)BusanRepublic of Korea

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