Journal ArticleDOI
Horsfiline, an oxindole alkaloid from Horsfieldia superba
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This article is published in Journal of Organic Chemistry.The article was published on 1991-11-01. It has received 351 citations till now. The article focuses on the topics: Horsfiline & Horsfieldia superba.read more
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Asymmetric Organocatalyzed Michael Addition of Nitromethane to a 2-Oxoindoline-3-ylidene Acetaldehyde and the Three One-Pot Sequential Synthesis of (−)-Horsfiline and (−)-Coerulescine
TL;DR: (-)-Horsfiline and (-)-coerulescine were synthesized through three one-pot operations in 33 and 46% overall yield, respectively, allowing the all-carbon quaternary, spirocyclic carbon stereocenter to be constructed in good yield with excellent enantioselectivity.
Journal ArticleDOI
Aryl radical cyclisation onto pyrroles
Carmen Escolano,Keith Jones +1 more
TL;DR: In this paper, the intramolecular cyclisation of aryl radicals onto a pyrrole is studied and the cyclisation allows the synthesis of either the spiropyrrolidinyloxindole or the pyrrolo[3,2-c ]quinoline skeleton depending on the nature of the protecting group at the N -pyrrole atom.
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Chemistry of andrographolide: formation of novel di-spiropyrrolidino and di-spiropyrrolizidino-oxindole adducts via one-pot three-component [3+2] azomethine ylide cycloaddition
Abhijit Hazra,Priyankar Paira,Krishnendu B. Sahu,Subhendu Naskar,Pritam Saha,Rupankar Paira,Shyamal Kumar Mondal,Arindam Maity,Peter Luger,Manuela Weber,Nirup B. Mondal,Sukdeb Banerjee +11 more
TL;DR: In this paper, a facile synthesis of novel di-spiro compounds has been achieved via 1,3-dipolar cycloaddition of azomethine ylides generated in situ from isatin derivatives and sarcosine to the conjugated double bond of andrographolide.
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Copper-catalysed approach to spirocyclic oxindoles via a direct C-H, Ar-H functionalisation
Catherine L. Moody,Vilius Franckevicius,Pauline Drouhin,Johannes E. M. N. Klein,Richard J. K. Taylor +4 more
TL;DR: A practical and efficient entry to spirocyclic oxindoles from readily accessible anilide precursors, using only catalytic amounts of an inexpensive copper salt together with air as the sole re-oxidant is described.
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Catalytic asymmetric construction of 3,3'-spirooxindoles fused with seven-membered rings by enantioselective tandem reactions.
TL;DR: This approach takes advantage of organocatalytic asymmetric tandem reactions to efficiently construct the structurally rigid spirobenzodiazepine oxindole architecture with high enantiopurity in a single transformation, which involves a cascade enamine-imine formation/intramolecular Mannich reaction sequence.