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Concise Synthesis of Vesnarinone and Its Analogues by Using Pd‐Catalyzed C–N Bond‐Forming Reactions
Author(s) -
See Yi Yang,
Dang Tuan Thanh,
Chen Anqi,
Seayad Abdul Majeed
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403054
Subject(s) - chemistry , amination , yield (engineering) , catalysis , homogeneous , combinatorial chemistry , organic chemistry , metallurgy , materials science , physics , thermodynamics
An efficient and concise synthesis of vesnarinone and its analogues from readily available starting materials and by using catalytic C–N bond‐forming reactions is reported. In this protocol, a homogeneous Pd‐catalyzed Buchwald–Hartwig amination and a supported Pd nanoparticles catalyzed aminocarbonylation were utilized as the two key reactions to prepare vesnarinone in an overall yield of 73 %. Sixteen analogues were also synthesized in up to 89 % overall yield.