Journal
ACS COMBINATORIAL SCIENCE
Volume 13, Issue 3, Pages 265-271Publisher
AMER CHEMICAL SOC
DOI: 10.1021/co1000794
Keywords
solution-phase; parallel synthesis; diverse library of 1,2-dihydroisoquinolines
Funding
- National Institute of General Medical Sciences [GM070620, GM079593]
- National Institutes of Health Kansas University Chemical Methodologies and Library Development Center of Excellence [GM069663]
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Synthesis of a 105 membered library of 1,2-dihydroisoquinolines is described. The 1,2-dihydroisoquinoline compounds have been prepared in good yields using a Lewis acid and organocatalyst-cocatalyzed multicomponent reaction of 2-(1-alkynyl)benzaldehydes, amines, and ketones. Various indoles have also been employed as pronucleophiles, furnishing 1-(3-indolyl)-1,2-dihydroisoquinolines. The halogen functionality present in some of the synthesized compounds allows for further diversification by palladium-catalyzed Suzuki-Miyaura and Sonogashira cross-couplings to give more diversified 1,2-dihydroisoquinoline derivatives.
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