Clean and fast cross-coupling of aryl halides in one-pot

• Valerica Pandarus,
• Geneviève Gingras,
• François Béland,
• Rosaria Ciriminna and
• Mario Pagliaro

Beilstein J. Org. Chem. 2014, 10, 897–901, doi:10.3762/bjoc.10.87

• –Miyaura reaction. Results in Table 1 show that, following aqueous work-up, different unsymmetrically coupled compounds are obtained in good to excellent yields by coupling numerous different aryl bromides with different aryl halides, including heteroatom-containing aryls. In detail, entries 1 and 2 in

Direct and indirect single electron transfer (SET)-photochemical approaches for the preparation of novel phthalimide and naphthalimide-based lariat-type crown ethers

• Dae Won Cho,
• Patrick S. Mariano and
• Ung Chan Yoon

Beilstein J. Org. Chem. 2014, 10, 514–527, doi:10.3762/bjoc.10.47

• binding properties with a variety of cationic guests. In typical cases, carbon or nitrogen-pivot lariat crown ethers are comprised of crown ether cores and one or more heteroatom-containing side arms that are covalently bonded to carbon or nitrogen in the core. The skeletal framework and position of

• cyclization of substrates that contain electrophilic and nucleophilic centers at the opposite ends of a poly-heteroatom-containing chain. The features of these types of reactions dictate that high dilution conditions should be employed in order to maximize the cyclization to suppress the polymerization. In

• the heteroatom-containing, crown ether ring systems. A notable feature of these reactions is their remarkable chemoselectivity. Alternative pathways initiated by intramolecular SET from the carbamate nitrogen donor sites [57] to the phthalimide acceptor moiety excited state, even though

Silver and gold-catalyzed multicomponent reactions

• Giorgio Abbiati and
• Elisabetta Rossi

Beilstein J. Org. Chem. 2014, 10, 481–513, doi:10.3762/bjoc.10.46

• VM process can be performed with linear, cyclic, α-branched, β-branched and tert-butylaldehydes as well as with heteroatom-containing aldehydes. Hence, COOMe, OBn and NHBoc substituents are well tolerated and afford the corresponding butenolide derivatives in moderate yields (44–56%). Moreover, the N

The chemistry of bisallenes

• Henning Hopf and
• Georgios Markopoulos

Beilstein J. Org. Chem. 2012, 8, 1936–1998, doi:10.3762/bjoc.8.225

• and specific approaches, and these will be discussed in due course. 1.2 Synthesis of functionalized systems Derivatives of 2 carrying “real”, i.e. heteroatom-containing functional groups, are comparatively rare and this constitutes one serious drawback of using these electron-rich compounds in

• double and triple bond dienophiles, as well as heteroatom containing dienophiles. This is demonstrated by several examples in Scheme 38. Most classes of double-bond dienophiles react in the expected fashion and provide the Diels–Alder adducts in good yields, for example, 152, 155, 158 and 160. Whenever

• organic synthesis for the first time. All classes of compounds containing at least two allene moieties are considered, starting from simple conjugated bisallenes and ending with allenes in which the two cumulenic units are connected by complex polycyclic ring systems, heteroatoms and/or heteroatom

Palladium-catalyzed substitution of (coumarinyl)methyl acetates with C-, N-, and S-nucleophiles

• Kalicharan Chattopadhyay,
• Erik Fenster,
• Alexander J. Grenning and
• Jon A. Tunge

Beilstein J. Org. Chem. 2012, 8, 1200–1207, doi:10.3762/bjoc.8.133

• dialkylamines, cyclic and heteroatom-containing amines were utilized. Amines with various functional groups, such as amides, aromatics, olefins, and alkyne substitution patterns, were also incorporated in this library. The automated library synthesis had a success rate of >85%, with the desired products

Meta-metallation of N,N-dimethylaniline: Contrasting direct sodium-mediated zincation with indirect sodiation-dialkylzinc co-complexation

• David R. Armstrong,
• Liam Balloch,
• Eva Hevia,
• Alan R. Kennedy,
• Robert E. Mulvey,
• Charles T. O'Hara and
• Stuart D. Robertson

Beilstein J. Org. Chem. 2011, 7, 1234–1248, doi:10.3762/bjoc.7.144

• aromatic ring directed towards a position adjacent (ortho) to an activating heteroatom-containing functional group, it is widely regarded as the number one methodology for constructing regiospecifically substituted aromatic rings [18][19]. However, by channelling the special synergic chemistry of sodium

Metathesis access to monocyclic iminocyclitol-based therapeutic agents

• Ileana Dragutan,
• Valerian Dragutan,
• Carmen Mitan,
• Hermanus C.M. Vosloo,
• Lionel Delaude and
• Albert Demonceau

Beilstein J. Org. Chem. 2011, 7, 699–716, doi:10.3762/bjoc.7.81

• atom economy. However, before carrying out the RCM reaction, the basic amino group (incompatible with most metathesis catalysts because of chelation to the metal center) [48] must either be protected (as N–Boc, N–Cbz, etc.), masked by incorporation into a cleavable heteroatom-containing cycle

Molecular recognition of organic ammonium ions in solution using synthetic receptors

• Andreas Späth and
• Burkhard König

Beilstein J. Org. Chem. 2010, 6, No. 32, doi:10.3762/bjoc.6.32

• of the macrocyclic ring may have, compared to the related parent crown ether, enhanced cation-binding. Crown ethers with linear or branched heteroatom-containing podand arms – depending on the connection point either N-pivot or C-pivot lariat ethers – exhibit increased guest specificity [106][114