Amines as key building blocks in Pd-assisted multicomponent processes

• Didier Bouyssi,
• Nuno Monteiro and
• Geneviève Balme

Beilstein J. Org. Chem. 2011, 7, 1387–1406, doi:10.3762/bjoc.7.163

• are formed, they immediately react with hydrazine to form pyrazole by a specific rate acceleration in the one-pot process [16]. The Sonogashira cross-coupling of acid chlorides with terminal alkynes has also been demonstrated as a valuable tool to generate, in situ, ynones bearing a pendant amine

One-pot Diels–Alder cycloaddition/gold(I)-catalyzed 6-endo-dig cyclization for the synthesis of the complex bicyclo[3.3.1]alkenone framework

• Boubacar Sow,
• Gabriel Bellavance,
• Francis Barabé and
• Louis Barriault

Beilstein J. Org. Chem. 2011, 7, 1007–1013, doi:10.3762/bjoc.7.114

• [3.3.1]alkanones in yields ranging from 48–93%. Keywords: bicyclo[3.3.1]nonenone; carbocyclization; Diels–Alder; gold catalysis; one-pot process; Introduction Highly oxygenated and densely substituted carbon-bridged medium sized rings such as 1 are commonly found in nature as structural frameworks of

A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates

• Erwan Le Gall,
• Antoine Pignon and
• Thierry Martens

Beilstein J. Org. Chem. 2011, 7, 997–1002, doi:10.3762/bjoc.7.112

• to iminium ions. Consequently, we report herein the use of primary amines in a sequential one-pot process, based on the preliminary activation of an aldimine with an acyl chloride or a chloroformate, and the subsequent trapping of the resulting acyliminium ion with an aromatic organozinc reagent, to

Complete transfer of chirality in an intramolecular, thermal [2 + 2] cycloaddition of allene-ynes to form non-racemic spirooxindoles

• Kay M. Brummond and
• Joshua M. Osbourn

Beilstein J. Org. Chem. 2011, 7, 601–605, doi:10.3762/bjoc.7.70

• spirooxindole-containing skeletons 2 in a two-step one-pot process from propargyl acetates 1 [4] (Scheme 1). Inspired by this rapid entry into the molecularly complex substructure 2, and the structural similarity to welwitindolinone A isonitrile (3), we became interested in the synthesis of chiral non-racemic

One-pot gold-catalyzed synthesis of 3-silylethynyl indoles from unprotected o-alkynylanilines

• Jonathan P. Brand,
• Clara Chevalley and
• Jérôme Waser

Beilstein J. Org. Chem. 2011, 7, 565–569, doi:10.3762/bjoc.7.65

• access to 3-silylalkynyl indoles. To the best of our knowledge, this is the first example of a one-pot process combining a Au(III) and a Au(I) catalyst. Findings 2-Alkynylanilines 2 can be efficiently prepared from 2-iodoanilines 4 and terminal alkynes via Sonogashira reaction with Et3N as solvent

• . Importantly, this transformation did not require prior aniline protection and proceeded under mild conditions. This methodology represents the first example of the sequential addition of Au(III) and Au(I) catalysts for a one-pot process. Experimental General procedure for the synthesis of 2-alkynylanilines 2

Miniemulsion polymerization as a versatile tool for the synthesis of functionalized polymers

• Daniel Crespy and
• Katharina Landfester

Beilstein J. Org. Chem. 2010, 6, 1132–1148, doi:10.3762/bjoc.6.130

• prepolymers are sufficiently hydrophilic. Polymerizations in non-aqueous inverse miniemulsions are even possible as was previously demonstrated [79]. Polyurethanes free from any urea could be hence produced in non-aqueous inverse miniemulsions in a one-pot process [110]. In this case the miniemulsions of

Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines

• Susan Kelleher,
• Pierre-Yves Quesne and
• Paul Evans

Beilstein J. Org. Chem. 2009, 5, No. 69, doi:10.3762/bjoc.5.69

• reaction was simply stirred under a hydrogen atmosphere in order to afford the corresponding saturated bicycles 6a and 6b in yields of 61 and 52% respectively. In terms of efficiency this one-pot process is competitive compared with those from the original two-step, two-pot process (Scheme 2

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33

Synthesis of densely functionalized enantiopure indolizidines by ring- closing metathesis (RCM) of hydroxylamines from carbohydrate- derived nitrones

• Marco Bonanni,
• Marco Marradi,
• Francesca Cardona,
• Stefano Cicchi and
• Andrea Goti

Beilstein J. Org. Chem. 2007, 3, No. 44, doi:10.1186/1860-5397-3-44

• diastereomeric mixture, while 6 was obtained from an equimolecular mixture with its diastereoisomer.[24] Assignment of configuration has been secured by comparison with the double adducts of the one-pot process and by careful NMR studies of the final cyclic products after RCM. The scarce stereoselectivity of the

The vicinal difluoro motif: The synthesis and conformation of erythro- and threo- diastereoisomers of 1,2-difluorodiphenylethanes, 2,3-difluorosuccinic acids and their derivatives

• David O'Hagan,
• Henry S. Rzepa,
• Martin Schüler and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2006, 2, No. 19, doi:10.1186/1860-5397-2-19

• pot process with NBS, PPHF and Ag(I)F again proceeded smoothly however it also gave erythro-13 as the major product of the reaction, although with a reduced diastereoisomeric ratio (47% de) more suitable for threo- 13 isolation. The bias towards erythro- 13 in this case is clearly a result of internal

• benzylic as well as anchimeric stabilisation via phenonium ring formation 18 with the β-phenyl group as illustrated in Scheme 6. Isolation of the minor threo-13 isomer required careful chromatography. In order to improve the synthesis of threo-13 a reaction with cis-stilbene 17 was investigated. The one