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Showing papers in "Organic Letters in 2003"


Journal ArticleDOI
TL;DR: Ligand-free Pd(OAc)(2) can be used as a catalyst in the Heck reaction of aryl bromides as long as the amount of catalyst is kept between 0.01 and 0.1 mol %.

495 citations


Journal ArticleDOI
TL;DR: A highly efficient, mild, and simple protocol is presented for the oxidation of aldehydes to carboxylic acids utilizing Oxone as the sole oxidant.

412 citations


Journal ArticleDOI
TL;DR: Silver iodide catalyzed the three-component coupling of aldehyde, alkyne, and amines to generate propargylic amines with high efficiency in water with no additional cocatalyst or activator required.

399 citations


Journal ArticleDOI
TL;DR: Ullmann-type diaryl ether synthesis can be performed at 90 degrees C using either aryl iodides or aryL bromides as the substrates under the assistance of N,N-dimethylglycine.

388 citations


Journal ArticleDOI
TL;DR: Preliminary results show that this reaction can be carried out under solvent-free conditions with comparable yields and a variety of functional groups are compatible with these reaction conditions.

374 citations


Journal ArticleDOI
TL;DR: A general and efficient copper-catalyzed method for the amidation of vinyl bromides and iodides has been developed and the double bond geometry of the vinyl halides was retained under the reaction conditions.

360 citations


Journal ArticleDOI
TL;DR: Ullmann-type aryl amination of aries iodides and aries bromides in DMSO gave the corresponding N-arylamines or N,N-diarylamines in good to excellent yields by using either N-methylglycine or L-proline as the ligand.

356 citations


Journal ArticleDOI
TL;DR: The construction of multivalent neoglycoconjugates is efficiently achieved by the regiospecific catalytic cycloaddition of alkynes and azides using the organic-soluble copper complexes (Ph(3)P)(3).CuBr and (EtO)( 3)P.

292 citations


Journal ArticleDOI
TL;DR: Free radicals generated by decomposition of benzoyl peroxide in the presence of alkyl iodides have been used to derivatize small-diameter single-wall carbon nanotubes (HiPco tubes) and exhibits remarkably improved solubility in organic solvents.

277 citations


Journal ArticleDOI
TL;DR: Highly stable NH salicylideneanilines have been prepared by reaction of 1,3,5-triformylphloroglucinol with aniline derivatives by X-ray crystallographic data and NMR studies.

270 citations


Journal ArticleDOI
TL;DR: It is reported that RuCl(3)/AgOTf has proven to be a hydroarylation catalyst with an efficiency and scope superior to previously known methods, providing good to excellent yields of cyclization products.

Journal ArticleDOI
TL;DR: The structure of a palladacycle dimers possessing bridging halides using N-heterocyclic carbenes to generate novel monomeric complexes found to be equally active in aryl amination and alpha-arylation of ketones even at very low catalyst loading.

Journal ArticleDOI
TL;DR: A general method for the coupling of aryl and vinyl halides with diaryl and dialkyl phosphines, as well as with dibutyl phosphite, is reported.

Journal ArticleDOI
TL;DR: A new palladium-dipyridylmethylamine complex is an excellent catalyst for C-C bond-forming processes such as the Heck, Suzuki, and Sonogashira reactions in organic and aqueous solvents under homogeneous conditions.

Journal ArticleDOI
TL;DR: Addition of aniline derivatives to aromatic and aliphatic alkynes proceeds efficiently in the presence of a gold(I) catalyst to afford ketimines in good yields.

Journal ArticleDOI
TL;DR: A mild, efficient, high-yielding single-step variant of the Friedländer synthesis of quinolines, which employs SnCl( 2) and ZnCl(2) to effect the reaction.

Journal ArticleDOI
TL;DR: A mild and general protocol for the copper-free Sonogashira coupling of aryl bromides with acetylenes has been developed and provides the active Pd(0) catalyst that allows subsequent coupling of various alkynes at room temperature with good to excellent yields.

Journal ArticleDOI
TL;DR: Comparative control experiments suggest that the homocoupling yield is determined by concentration of both catalyst and oxygen.

Journal ArticleDOI
TL;DR: A substantially red-shifted fluorescence emission in 3-hydroxyl-2-naphthanilide in acetonitrile was developed and drastically enhanced upon addition of anions such as F(-), AcO(-), and H(2)PO(4)(-), with the enhancement depending on anion basicity.

Journal ArticleDOI
TL;DR: An N-heterocyclic carbene copper chloride (NHC−CuCl) complex has been prepared and used to catalyze the conjugate reduction of α,β-unsaturated carbonyl compounds.

Journal ArticleDOI
TL;DR: The microwave-mediated three-component reaction of acyl bromide, pyridine, and acetylene is catalyzed by basic alumina to give corresponding indolizines in excellent yields in a one-pot reaction.

Journal ArticleDOI
TL;DR: An efficient method for the synthesis of functionalized rhodamine derivatives has been developed that can be prepared from inexpensive precursors and purified without the use of chromatography for multicolor applications.

Journal ArticleDOI
TL;DR: 2-Arylbenzoxazoles were directly synthesized from substituted 2-aminophenols and aldehydes in the presence of activated carbon (Darco KB) in xylene under an oxygen atmosphere.

Journal ArticleDOI
TL;DR: The regioselective palladium(0)-catalyzed arylation of 3-furoate and 3-thiophenecarboxylate esters with aryl bromides with conditions that allow for the selective synthesis of either 2-aryl or 5-aryl products.

Journal ArticleDOI
TL;DR: In this article, the regio-, stereo-, and enanti-lective direct addition of alpha-hydroxyketones to N-iPr-2,2'-bipyrrolidine is described.

Journal ArticleDOI
TL;DR: A ligandless and base-free Cu-catalyzed protocol for the cross-coupling of arylboronic acids and potassium aryLtrifluoroborate salts with primary and secondary aliphatic amines and anilines is described.

Journal ArticleDOI
TL;DR: This mild ynone synthesis is a suitable entry to 2,4-disubstituted pyrimidines in the sense of a one-pot three-component reaction, i.e., a coupling-addition-cyclocondensation sequence.

Journal ArticleDOI
Yaping Ma1, Hui Liu1, Li Chen1, Xin Cui1, and Jin Zhu1, Jingen Deng1 
TL;DR: An easily accessible water-soluble chiral o-sulfonated 1,2-diphenylethlenediamine 2 and its mono-N-tosylated derivative 3 were synthesized for the first time.

Journal ArticleDOI
TL;DR: A practical, one-pot, two-step catalytic method is described for the synthesis of 2,5-diformylfuran (DFF) from fructose via dehydration to 5-(hydroxymethyl)furfural (HMF), followed by in situ catalytic air-oxidation.

Journal ArticleDOI
TL;DR: Air- and moisture-stable potassium alkenyl- and aryltrifluoroborate salts undergo cross-coupling with a variety of aliphatic primary and secondary alcohols and phenols, and are tolerant of a range of functional groups.