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Title

Copper‐Catalyzed Glaser‐Hey‐Type Cross Coupling of 9‐Ethynyl‐α‐Noscapine Leading to Unsymmetrical 1,3‐Diynyl Noscapinoids.

Authors

Nagireddy, Praveen K. R.; Sridhar, Balasubramanian; Kantevari, Srinivas

Abstract

Cu(I)‐catalyzed Glaser‐Hey‐type cross coupling of 9‐ethynylnoscapine with terminal alkynes has been described that enables synthesis of unsymmetrical noscapine 1,3‐diynes in very good yields in the presence of base and amines as ligands. The symmetrical dimer of 9‐ethynylnoscapine was also isolated as by‐product. Outcome of these couplings critically depends on the choice of ligands and base as well as employed reaction conditions. The synthesized 1,3‐diyne analogues were evaluated for their antiproliferative activity.

Subjects

CROSSES; WASTE products; ALKYNES; AMINES

Publication

Asian Journal of Organic Chemistry, 2019, Vol 8, Issue 8, p1495

ISSN

2193-5807

Publication type

Academic Journal

DOI

10.1002/ajoc.201900316

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