Recent advances in carbocupration of α-heterosubstituted alkynes

• Ahmad Basheer and
• Ilan Marek

Beilstein J. Org. Chem. 2010, 6, No. 77, doi:10.3762/bjoc.6.77

• carbometalation of 1-alkynylphosphines with magnesium dibutylcuprate (Bu2CuMgBr) leads to diphenyl(butylethynyl)phosphine in good isolated yields [29][30]. The addition of various electrophiles (with the exception of aldehydes and methyl iodide) such as allylbromide, benzoyl chloride) was successful (Scheme 14

Synthesis of a novel analogue of DPP-4 inhibitor Alogliptin: Introduction of a spirocyclic moiety on the piperidine ring

• Arumugam Kodimuthali,
• Padala Lakshmi Prasunamba and
• Manojit Pal

Beilstein J. Org. Chem. 2010, 6, No. 71, doi:10.3762/bjoc.6.71

• our attention on the other intermediate 11, the preparation of which has been previously documented [23]. The reaction of commercially available 6-chlorouracil with 2-(bromomethyl)benzonitrile in the presence of NaH afforded the N-alkylated product 10 which on methylation with methyl iodide provided

Ring opening metathesis polymerization-derived block copolymers bearing chelating ligands: synthesis, metal immobilization and use in hydroformylation under micellar conditions

• Gajanan M. Pawar,
• Jochen Weckesser,
• Siegfried Blechert and
• Michael R. Buchmeiser

Beilstein J. Org. Chem. 2010, 6, No. 28, doi:10.3762/bjoc.6.28

• was converted into M2 via quaternization of the tertiary amine with methyl iodide. Synthesis of homo- and block copolymers via ROMP [12][13] ROMP has already been used for the synthesis of micelle-forming block copolymers [14], however, the one used in this study, i.e. poly(M1-b-M2), required special

Bis(oxazolines) based on glycopyranosides – steric, configurational and conformational influences on stereoselectivity

• Tobias Minuth and
• Mike M. K. Boysen

Beilstein J. Org. Chem. 2010, 6, No. 23, doi:10.3762/bjoc.6.23

• phthalimido protected precursor 7 (Scheme 3). Introduction of the 3-xanthogenate with carbon disulfide and methyl iodide yielded 17, which was cleanly deoxygenated in high yield by tributyltin hydride under standard conditions [32][33]. From the resulting compound 18, the ligands 3-deoxy glucoBox 21 with

Dipyridodiazepinone derivatives; synthesis and anti HIV-1 activity

• Nisachon Khunnawutmanotham,
• Nitirat Chimnoi,
• Arunee Thitithanyanont,
• Patchreenart Saparpakorn,
• Kiattawee Choowongkomon,
• Pornpan Pungpo,
• Supa Hannongbua and
• Supanna Techasakul

Beilstein J. Org. Chem. 2009, 5, No. 36, doi:10.3762/bjoc.5.36

• -dimethylformamide yielded 2, 3, and 4, respectively, whilst the reaction of 23b with thiophenolate and 3-methoxythiophenolate yielded 5 and 6, respectively. Methylation of the lactam nitrogen of 5 and 6 with methyl iodide provided 7 and 8. Compound 9 was also prepared via methylation of 2, which was used as the

Convenient method for preparing benzyl ethers and esters using 2-benzyloxypyridine

• Susana S. Lopez and
• Gregory B. Dudley

Beilstein J. Org. Chem. 2008, 4, No. 44, doi:10.3762/bjoc.4.44

• the synthesis of benzyl ethers are equally relevant for the synthesis of halobenzyl ethers (3a → 7, 98% yield). Finally, replacement of methyl triflate with less reactive methylating reagents, including dimethyl sulfate (Me2SO4), methyl tosylate (MeOTs), and methyl iodide (MeI), did not provide

• comparable results. N-Methylation of 2-benzyloxypyridine with methyl triflate occurs at or below room temperature to furnish triflate salt 1 in a manner of minutes. In contrast, reaction of methyl iodide with 2-chloropyridine requires heating in acetone at reflux for 24 h [32] to provide Mukaiyama’s reagent

Sordarin, an antifungal agent with a unique mode of action

• Huan Liang

Beilstein J. Org. Chem. 2008, 4, No. 31, doi:10.3762/bjoc.4.31

• synthesis of compound 22 began with double alkylation of (+)-21 through a cuprate conjugate addition followed by treatment of the resulting enolate with methyl iodide (Scheme 5). Retro-Diels-Alder reaction of 22 in refluxing 1,2-dichlorobenzene gave α,β-unsaturated ketone 23. Trisubstituted cyclopentanone

Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo[5,4-d]pyrimidin- 7(6H)-ones} and 9-oxa-2-thio- xanthines {5-mercaptooxazolo[5,4-d]pyrimidin- 7(6H)-ones}

• Subrata Mandal,
• Wen Tai Li,
• Yan Bai,
• Jon D. Robertus and
• Sean M. Kerwin

Beilstein J. Org. Chem. 2008, 4, No. 26, doi:10.3762/bjoc.4.26

• of 7a by alkylation with methyl iodide, benzyl bromide, propargyl bromide, or methyl 6-O-(tolylsulfonyl)-α-D-glucopyranoside [21] afforded the thioethers 8a–d, respectively. The structural assignment of 8a–d as thioethers rest principally on their 1H and 13C NMR spectra, which contain resonances more