Fused bicyclic piperidines and dihydropyridines by dearomatising cyclisation of the enolates of nicotinyl-substituted esters and ketones

• Heloise Brice,
• Jonathan Clayden and
• Stuart D. Hamilton

Beilstein J. Org. Chem. 2010, 6, No. 22, doi:10.3762/bjoc.6.22

• Heloise Brice Jonathan Clayden Stuart D. Hamilton School of Chemistry, University of Manchester, Oxford Rd., Manchester M13 9PL, United Kingdom 10.3762/bjoc.6.22 Abstract The silyl enol ether derivatives of ketones or esters tethered by a hydrocarbon or ether linkage to the 3-position of a

Ring-alkyl connecting group effect on mesogenic properties of p-carborane derivatives and their hydrocarbon analogues

• Aleksandra Jankowiak,
• Piotr Kaszynski,
• William R. Tilford,
• Kiminori Ohta,
• Adam Januszko,
• Takashi Nagamine and
• Yasuyuki Endo

Beilstein J. Org. Chem. 2009, 5, No. 83, doi:10.3762/bjoc.5.83

Novel banana-discotic hybrid architectures

• Hari Krishna Bisoyi,
• H. T. Srinivasa and
• Sandeep Kumar

Beilstein J. Org. Chem. 2009, 5, No. 52, doi:10.3762/bjoc.5.52

• , the bent core unit will disrupt it owing to its rigidity and high volume fraction compared to the other alkyl chains surrounding the triphenylene disc which otherwise provide space filling effect for columnar mesomorphism. The difluoro compound 8b, has a lower melting point than its hydrocarbon parent

Acid- mediated reactions under microfluidic conditions: A new strategy for practical synthesis of biofunctional natural products

• Katsunori Tanaka and
• Koichi Fukase

Beilstein J. Org. Chem. 2009, 5, No. 40, doi:10.3762/bjoc.5.40

• complex-type N-glycan (Figure 1) [32]. 2. Microfluidic dehydration: a process synthesis of immunoactivating natural product, pristane 2,6,10,14-Tetramethylpentadecane (pristane) is a saturated isoprenoid isolated from the basking shark, Cetorhinus maximus [52][53][54][55][56]. This hydrocarbon oil is

• International Trade in Endangered Species of Wild Fauna and Flora), and since then, the availability of pristane from a natural source became very limited. Therefore, an efficient chemical synthesis of pristane has been long desired. When considering the synthesis of this simple hydrocarbon in a non

• -stereoselective manner, one can immediately come up with a commonplace route, i.e., oxidation of farnesol 17, alkylation, dehydration, and hydrogenation, as shown in Scheme 1. The synthesis is quite simple when 50 mg of the sample is prepared, but it suddenly becomes difficult when 200 kg of this hydrocarbon is

Gold film- catalysed benzannulation by Microwave- Assisted, Continuous Flow Organic Synthesis (MACOS)

• Gjergji Shore,
• Michael Tsimerman and
• Michael G. Organ

Beilstein J. Org. Chem. 2009, 5, No. 35, doi:10.3762/bjoc.5.35

• temperatures, which would lead to faster film and product decomposition. With optimized conditions in hand, we set out to examine the substrate scope of this reaction using capillaries lined with the gold-on-silver films (Table 2). The reaction was applicable to the hydrocarbon starting materials tried (e.g

A stable enol from a 6-substituted benzanthrone and its unexpected behaviour under acidic conditions

• Marc Debeaux,
• Kai Brandhorst,
• Peter G. Jones,
• Henning Hopf,
• Jörg Grunenberg,
• Wolfgang Kowalsky and
• Hans-Hermann Johannes

Beilstein J. Org. Chem. 2009, 5, No. 31, doi:10.3762/bjoc.5.31

• can take place at C-4 or C-5 of the starting material 4. In the former case the secondary cation 14 results, which by proton loss is converted into hydrocarbon 15; in other words, 4 has undergone an acid-catalyzed allylic rearrangement. Renewed protonation leads to the tertiary cation 16, which by an

N-Arylation of amines, amides, imides and sulfonamides with arylboroxines catalyzed by simple copper salt/EtOH system

• Zhang-Guo Zheng,
• Jun Wen,
• Na Wang,
• Bo Wu and
• Xiao-Qi Yu

Beilstein J. Org. Chem. 2008, 4, No. 40, doi:10.3762/bjoc.4.40

• are the most used aryl donors in the cross-coupling reaction. However, these reactions were carried out with Et3N [8][9][10], pyridine [10][11][12][13], or TMEDA [14] as base, or addition of ligand [15]. These procedures usually also used a halogenated hydrocarbon as solvent [8][9][10][11][12

• arylboronic acids in protic solvent system had been developed in our previous reports [16][17]. Similar catalytic systems using non-halogenated hydrocarbon solvents have also been reported by Kantam and Prakash [18][19]. However, these procedures require an atmosphere of air or O2 and the use of high

Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds

• G. K. Surya Prakash,
• Xiaoming Zhao,
• Sujith Chacko,
• Fang Wang,
• Habiba Vaghoo and
• George A. Olah

Beilstein J. Org. Chem. 2008, 4, No. 17, doi:10.3762/bjoc.4.17

• G. K. Surya Prakash Xiaoming Zhao Sujith Chacko Fang Wang Habiba Vaghoo George A. Olah Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661 10.3762/bjoc.4.17 Abstract The 1,4-addition of a monofluoromethyl

• -addition to α,β-unsaturated esters, ketones, sulfone, nitriles and propynoates. Supporting Information Supporting Information File 83: Experimental procedures, full spectroscopic data and spectra. Supporting Information File 84: Spectra. Acknowledgements Support of our work by the Loker Hydrocarbon

Hydrogenation of aromatic ketones, aldehydes, and epoxides with hydrogen and Pd(0)EnCat™ 30NP

• Steven V. Ley,
• Angus J. P. Stewart-Liddon,
• David Pears,
• Remedios H. Perni and
• Kevin Treacher

Beilstein J. Org. Chem. 2006, 2, No. 15, doi:10.1186/1860-5397-2-15

• that different side reactions can take place like aromatic ring hydrogenation, as well as hydrogenolysis of the produced alcohol to the hydrocarbon derivative. [5][6] Some of these problems have been circumvented by adding ethylenediamine, [7] although this can make isolation of the product and