Journal ArticleDOI
Palladium-Catalyzed Coupling of Stannyl Allenes With Aryl Iodides
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TLDR
A concise and versatile sequence starting from propargyl alcohols provides a route for the preparation of substituted allenes under extremely mild conditions.About:
This article is published in Synthetic Communications.The article was published on 1994-03-01. It has received 25 citations till now. The article focuses on the topics: Aryl & Propargyl.read more
Citations
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Journal ArticleDOI
Synthesis of allenamides by copper-catalyzed coupling of allenyl halides with amides, carbamates, and ureas.
Barry M. Trost,Dylan T. Stiles +1 more
TL;DR: A variety of N-substituted allenes have been synthesized by the copper-catalyzed coupling reaction between allenyl halides and amides, carbamates, and ureas using 7 mol % copper thiophenecarboxylate and 15 mol % of a diamine catalyst.
Journal ArticleDOI
Highly regioselective synthesis of indene derivatives including an allene functional group via Pd/C-catalyzed cyclization reaction in air.
TL;DR: Indene derivatives including an allene functional group are readily prepared in moderate to excellent yields with high regioselectivity under very mild reaction conditions by the Pd/C-catalyzed reaction of propargylic compounds.
Journal ArticleDOI
Highly chemoselective coupling of allenylstannanes with organic iodides promoted by Pd(PPh3)4/LiCl: an efficient method for the synthesis of substituted allenes
TL;DR: An efficient method for the preparation of various monosubstituted arylallenes, disubst ituted allenes and alkenylallenes via palladium-catalyzed coupling of allenylstannanes with aryL iodides or alkeny iodides is described.
Journal ArticleDOI
Ethylene glycol‐based ionic liquids via azide/alkyne click chemistry
TL;DR: A facile synthetic route for the preparation of dicationic ethylene glycol based-ionic liquids (ILs) via the azide/alkyne “click” reaction is presented and the formation of multiply charged ions in the negative mode is revealed.
Journal ArticleDOI
Efficient Synthetic Method of Multisubstituted Allenes from the Reactions of Allylindium Reagents with 3°-Propargyl Alcohols
Kooyeon Lee,Phil Ho Lee +1 more
TL;DR: An efficient synthetic method of tri- and tetra-substituted allenes having an allyl and methallyl group was developed by the reactions of allylindium reagents generated in situ from indium and allyl bromides with 3 degree-propargyl alcohols.
References
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Journal ArticleDOI
The Palladium‐Catalyzed Cross‐Coupling Reactions of Organotin Reagents with Organic Electrophiles [New Synthetic Methods (58)]
TL;DR: The cross-coupling of organotin reagents with a variety of organic electrophiles, catalyzed by palladium, provides a novel method for generating a carbon-carbon bond.
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Large rate accelerations in the stille reaction with tri-2-furylphosphine and triphenylarsine as palladium ligands: mechanistic and synthetic implications
Vittorio Farina,Bala Krishnan +1 more
Journal ArticleDOI
Preparation, metallation and alkylation of allenyl ethers
TL;DR: Propargyl ethers HCCCH2OR [R = alkyl or-CH(CH8)(OC2H5)] have been isomerized with good yields into the corresponding allenyl ether's CH2CCHOR by warming with potassium tert-butoxide at 70°.
Journal ArticleDOI
Chemistry of dibenzylideneacetone-palladium(0) complexes: I. Novel tris(dibenzylideneacetone)dipalladium(solvent) complexes and their reactions with quinones
TL;DR: In this article, the CC bonds of a given dibenzylideneacetone ligand coordinate separately to two palladium atoms to yield a binuclear complex in which each palladium atom exhibits trigonal coordination.
Journal ArticleDOI
Palladium-Catalysed Reactions of Organotin Compounds
TL;DR: Palladium-catalysed reactions involving organotin compounds are of rapidly increasing importance in organic synthesis as mentioned in this paper, and a variety of applications in natural product synthesis have been described, and intramolecular reactions can be used for the formation of small, medium and large rings.
Related Papers (5)
The Stille coupling reaction of aryl triflates with n-tributylallenyl stannane : a general route to arylallenes
Direct and stereospecific synthesis of allenes via reduction of propargylic alcohols with Cp2Zr(H)Cl.
Xiaotao Pu,Joseph M. Ready +1 more