Redox-active tetrathiafulvalene and dithiolene compounds derived from allylic 1,4-diol rearrangement products of disubstituted 1,3-dithiole derivatives

• Filipe Vilela,
• Peter J. Skabara,
• Christopher R. Mason,
• Thomas D. J. Westgate,
• Asun Luquin,
• Simon J. Coles and
• Michael B. Hursthouse

Beilstein J. Org. Chem. 2010, 6, 1002–1014, doi:10.3762/bjoc.6.113

• hindrance by the aromatic units towards the formyl group, compound 21 [4] was reacted with ethylenediamine in the presence of a catalytic amount of acetic acid (Scheme 5). The Schiff base product 22 was obtained in 62% yield as a pale brown crystalline solid. Although highly strained and buckled TTF

Preparation and NMR spectra of four isomeric diformyl[2.2]paracyclophanes (cyclophanes 66)

• Ina Dix,
• Henning Hopf,
• Thota B. N. Satyanarayana and
• Ludger Ernst

Beilstein J. Org. Chem. 2010, 6, 932–937, doi:10.3762/bjoc.6.104

• assumption is justified, as it is difficult to judge whether steric and/or electronic substituent interactions could cause significant deviations from SCS additivity. Furthermore, the SCSs exerted by the formyl group upon the nuclei of the distant ring are relatively small, |ΔδH| < 0.11 ppm, |ΔδC| < 0.88 ppm

• = 3.11 ppm experiences a strong NOE when the resonance of 5-H (ortho to the 4-CHO group) is saturated, and vice versa. Its coupling constants show that the 3.11 ppm multiplet belongs to 9-Hs (cis to the deshielded proton 10-Hs, which itself is syn to the second formyl group, see Scheme 3). This proves

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

• a corresponding ligand with a formyl group as the smallest possible acyl residue at the 3-O-position. In this paper we describe the synthesis of new 3-epimerised and 3-deoxygenated carbohydrate bis(oxazolines), the preparation of a 3-O-formate analogue of ligands 3 as well as the testing of these

Synthesis of some novel annulated pyrido[2,3-d]pyrimidines via stereoselective intramolecular hetero Diels–Alder reactions of 1-oxa-1,3-butadienes

• Mohit L. Deb and
• Pulak J. Bhuyan

Beilstein J. Org. Chem. 2010, 6, No. 11, doi:10.3762/bjoc.6.11

• lone pair on the allyl nitrogen through the formyl group which makes it less electrophilic towards the active methylene compounds. However, the use of a stronger base, e.g. N,N-diisopropylethylamine (DIPEA) under refluxing conditions in ethanol for 3 h gave quite satisfactory results in all cases. In

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

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

• give compound 194. The allyl group was cleaved using nickel chloride and triethylaluminium and fragmentation with iodosobenzene and iodine afforded compound 195. The formyl group was hydrolyzed and the azide was introduced using diphenylphosphoryl azide (DPPA) to give 187. The azide 189 was then