4.5 Article

An Expeditious and Environmentally-Benign Approach to 2-Aryl/Heteroaryl Selenopyridines via Ruthenium Catalyzed [2+2+2] Cycloadditions

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 29, Pages 4694-4700

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201900664

Keywords

2-Arylselenopyridines; Arylselenocyanates; Heteroaryl selenocyanates; Ruthenium; [2+2+2] Cycloaddition

Funding

  1. SERB, Department of Science and Technology, New Delhi, India
  2. IIT Ropar
  3. UGC, New Delhi

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A highly efficient protocol for the synthesis of 2-aryl/ hetero aryl selenopyridines has been developed via a ruthenium(II)-catalyzed cycloaddition reaction of 1,6-diynes with aryl/heteroaryl selenocyanates with good to excellent yields. It was found that various diynes and selenocyanates expediently underwent the reaction under open-flask conditions. This atom-economical catalytic strategy offers a mild and practical approach to access a variety of such cycloadducts with excellent regioselectivities.

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