Ru(II)-Catalyzed C-H Activation and Annulation Reaction via Carbon-Carbon Triple Bond Cleavage

被引:41
|
作者
Prakash, Rashmi [1 ]
Bora, Bidisha R. [1 ]
Boruah, Romesh C. [1 ]
Gogoi, Sanjib [1 ]
机构
[1] CSIR North East Inst Sci & Technol, Appl Organ Chem Chem Sci & Technol Div, AcSIR, Jorhat 785006, Assam, India
关键词
CATALYZED CLEAVAGE; ALKYNE; FUNCTIONALIZATION; HYDROAMINATION; CONSTRUCTION; QUINAZOLINE; INDOLES; ALKENE;
D O I
10.1021/acs.orglett.8b00643
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented Ru(II)-catalyzed C-H activation and annulation reaction, which proceeds via C-C triple bond cleavage, is reported. This reaction of 2-phenyldihydrophthalazinediones with alkynes, which works most efficiently in the presence of bidented ligand 1,3-bis(diphenylphosphino)propane, affords good yields of substituted quinazolines.
引用
收藏
页码:2297 / 2300
页数:4
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