Microwave-assisted cyclizations promoted by polyphosphoric acid esters: a general method for 1-aryl-2-iminoazacycloalkanes

• Jimena E. Díaz,
• María C. Mollo and
• Liliana R. Orelli

Beilstein J. Org. Chem. 2016, 12, 2026–2031, doi:10.3762/bjoc.12.190

• -Iminoazacycloalkanes are cyclic amidines where the formally sp2 nitrogen is exocyclic. These compounds have been described as selective inhibitors of the inducible form of human nitric oxide synthase (iNOS), which catalyzes the reaction to form nitric oxide via the oxidation of L-arginine to L-citrulline [3][4][5][6

Efficient syntheses of climate relevant isoprene nitrates and (1R,5S)-(−)-myrtenol nitrate

• Sean P. Bew,
• Glyn D. Hiatt-Gipson,
• Graham P. Mills and
• Claire E. Reeves

Beilstein J. Org. Chem. 2016, 12, 1081–1095, doi:10.3762/bjoc.12.103

• •NO3 with the resulting intermediates subsequently reacting with NOX, i.e., nitric oxide and nitrogen dioxide in a process that generates mixtures of isoprene nitrates (IPNs), O3 and secondary organic aerosols (SOA) [8]. Thus, the formation of IPN mixtures plays a key role in O3 synthesis and it is

• study that focused on the hydroxyl radical oxidation of α-pinene under high NOx conditions. α-Pinene is an important contributor to SOA with annual emissions estimated to be 66 Tg C yr−1. In their study using nitric oxide (NO) the yield of α-pinene derived organic nitrate was determined to be 26 ± 7

• -octanol and that rac-2-butanol afforded rac-2-butyl nitrate (rac-15, path B, Scheme 2) although no yields were provided. Unfortunately this protocol requires the pre-synthesis of dinitrogen pentoxide from nitric oxide and 5% ozone in oxygen. Evidently the handling and reaction of different gases as well

My maize and blue brick road to physical organic chemistry in materials

• Anne J. McNeil

Beilstein J. Org. Chem. 2016, 12, 229–238, doi:10.3762/bjoc.12.24

• career highlights. Further characterization revealed that the π-stacking direction was coincident with the long axis of the fiber, providing support for the 1D interaction hypothesis. The original goal was to use nitric oxide (NO) as the oxidant, because a high concentration of NO in exhaled breath

An efficient synthesis of N-substituted 3-nitrothiophen-2-amines

• Sundaravel Vivek Kumar,
• Shanmugam Muthusubramanian,
• J. Carlos Menéndez and
• Subbu Perumal

Beilstein J. Org. Chem. 2015, 11, 1707–1712, doi:10.3762/bjoc.11.185

• cases both functional groups are combined in the same molecule. For instance, compound I (Figure 1) is an antitubercular agent that acts by releasing nitric oxide following activation by F420-dependent nitroreductase DDN [18]. However, the pharmacological study of this class of compounds is hampered by

Matsuda–Heck reaction with arenediazonium tosylates in water

• Ksenia V. Kutonova,
• Marina E. Trusova,
• Andrey V. Stankevich,
• Pavel S. Postnikov and
• Victor D. Filimonov

Beilstein J. Org. Chem. 2015, 11, 358–362, doi:10.3762/bjoc.11.41

• obtainment of valuable 3-chloropropyl cinnamates (Table 2, entries 11–13) with good to excellent yields. Haloalkyl cinnamates are important building blocks in the synthesis of nitric oxide-donor hybrid drugs for the treatment of cardiovascular disease and cancer [14][15][16][17]. Previously, haloalkyl

Metal-free aerobic oxidations mediated by N-hydroxyphthalimide. A concise review

• Lucio Melone and
• Carlo Punta

Beilstein J. Org. Chem. 2013, 9, 1296–1310, doi:10.3762/bjoc.9.146

• proceeded under 1 atmosphere of O2 alone, without any additional initiator being required. Radical initiation by redox processes Nitrogen oxides and nitric acid The PINO activation by means of nitric oxide was first reported by Ishii et al. in 1997 [22]. By reacting adamantane in a mixed solvent of

Conformational analysis and intramolecular interactions in monosubstituted phenylboranes and phenylboronic acids

• Josué M. Silla,
• Rodrigo A. Cormanich,
• Roberto Rittner and
• Matheus P. Freitas

Beilstein J. Org. Chem. 2013, 9, 1127–1134, doi:10.3762/bjoc.9.125

• ; monosubstituted phenylboranes; phenylboronic acids; Introduction Boronic acid derivatives have been widely studied because of their good performance as pharmaceutical agents, serving in the development of enzyme inhibitors of peptidases/proteases, proteasomes, arginase, nitric oxide synthase (NOS), and

Substituent effect on the energy barrier for σ-bond formation from π-single-bonded species, singlet 2,2-dialkoxycyclopentane-1,3-diyls

• Jianhuai Ye,
• Yoshihisa Fujiwara and
• Manabu Abe

Beilstein J. Org. Chem. 2013, 9, 925–933, doi:10.3762/bjoc.9.106

• ether at room temperature with stirring. An aqueous solution of 10% NaNO2 (20 mL) was added to the solution in an ice bath. The immediate purple cloudiness signifies the completion of the reaction, as well as the evolution of brown nitric oxide gas. Vacuum filtration and washing with hot methanol (3

Synthesis and in silico screening of a library of β-carboline-containing compounds

• Kay M. Brummond,
• John R. Goodell,
• Matthew G. LaPorte,
• Lirong Wang and
• Xiang-Qun Xie

Beilstein J. Org. Chem. 2012, 8, 1048–1058, doi:10.3762/bjoc.8.117

• NIH Molecular Repository (MLSMR) and may target proteins such as histone deacetylase 4, endothelial nitric oxide synthase, 5-hydroxytryptamine receptor 6 and mitogen-activated protein kinase 1. These in silico screening results aim to add value to the β-carboline library of compounds for those

A surprising new route to 4-nitro-3-phenylisoxazole

• Henning Hopf,
• Aboul-fetouh E. Mourad and
• Peter G. Jones

Beilstein J. Org. Chem. 2010, 6, No. 68, doi:10.3762/bjoc.6.68

• and smetic mesophases associated with their rod-like core structure [9]. The pioneering work on furoxans as nitric oxide donors by Gasco et al. has stimulated a large number of further studies. One of these reports deals with a synthetic route and structural characterization of two isomeric

• simple route to 4-nitro-3-phenylisoxazole (4), as well as the furoxan derivative 2, which constitutes a nitric oxide (NO) donor site in NO donor systems [16], is disclosed. Experimental Melting points were measured on Büchi 350 apparatus and are uncorrected. IR spectra were measured with Bruker Tensor 27

Synthesis and enzymatic evaluation of 2- and 4-aminothiazole- based inhibitors of neuronal nitric oxide synthase

• Graham R. Lawton,
• Haitao Ji,
• Pavel Martásek,
• Linda J. Roman and
• Richard B. Silverman

Beilstein J. Org. Chem. 2009, 5, No. 28, doi:10.3762/bjoc.5.28

• of Texas Health Science Center, San Antonio, Texas (USA) Department of Pediatrics and Center for Applied Genomics, 1st School of Medicine, Charles University, Prague, Czech Republic 10.3762/bjoc.5.28 Abstract Highly potent and selective inhibitors of neuronal nitric oxide synthase (nNOS) possessing

• potent than the 2-aminopyridine-based analogue. 4-Aminothiazoles were unstable in water, undergoing tautomerization and hydrolysis to give inactive thiazolones. Keywords: 2-aminothiazole; 4-aminothiazole; nitric oxide synthase inhibitor; nNOS; Introduction Neuronal nitric oxide synthase (nNOS) is the

• constitutive isoform of nitric oxide synthase (NOS) found in the CNS. It is believed to play a role in many neurological diseases, including Parkinson’s disease [1], Alzheimer’s disease [2], damage due to stroke [3], and cerebral palsy caused by pre-natal hypoxia [4]. To fully explore the role nNOS plays in