Nickel‐Catalyzed Tandem Knoevenagel Condensation and Intramolecular Direct Arylation: Synthesis of Pyrazolo[5, 1‐a]‐isoquinoline Derivatives. Issue 10 (23rd March 2018)

• Record Type: Journal Article
• Authors: Dhiman, Shiv; Nandwana, Nitesh Kumar; Saini, Hitesh Kumar; Kumar, Dalip; Rangan, Krishnan; Robertson, Katherine N.; Jha, Mukund; Kumar, Anil
• Is Part Of: Advanced synthesis & catalysis. Volume 360:Issue 10(2018)
• Page Start: 1973
• Page End: 1983
• Publication Date: 2018-03-23
• Subjects: Nickel -- tandem reaction -- Knoevenagel condensation -- C−H functionalization -- direct arylation -- pyrazolo[5, 1-a]isoquinoline; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201701519
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A simple and efficient method for the synthesis of pyrazolo[5, 1‐ a ]isoquinoline derivatives has been developed using the nickel‐catalyzed reaction of 1‐aryl‐2‐(1 H ‐pyrazol‐1‐yl)ethan‐1‐ones and 2‐bromo aldehydes. The overall transformation involves tandem Knoevenagel condensation and intramolecular direct arylation via activation of the C5−H bond of the pyrazole ring. A series of 27 drug‐like aroyl−substituted pyrazolo[5, 1‐ a ]isoquinolines has been synthesized in moderate to good yields. Abstract :