Recent synthesis of thietanes

• Jiaxi Xu

Beilstein J. Org. Chem. 2020, 16, 1357–1410, doi:10.3762/bjoc.16.116

Quinone-catalyzed oxidative deformylation: synthesis of imines from amino alcohols

• Xinyun Liu,
• Johnny H. Phan,
• Benjamin J. Haugeberg,
• Shrikant S. Londhe and
• Michael D. Clift

Beilstein J. Org. Chem. 2017, 13, 2895–2901, doi:10.3762/bjoc.13.282

• Xinyun Liu Johnny H. Phan Benjamin J. Haugeberg Shrikant S. Londhe Michael D. Clift Department of Chemistry, The University of Kansas, 2010 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, KS, 66045, United States 10.3762/bjoc.13.282 Abstract A new method for imine synthesis by way of quinone

• -catalyzed oxidative deformylation of 1,2-amino alcohols is reported. A wide range of readily accessible amino alcohols and primary amines can be reacted to provide N-protected imine products. The methodology presented provides a novel organocatalytic approach for imine synthesis and demonstrates the

• preparation of imines (Scheme 1). The condensation of an amine with an aldehyde or ketone is the oldest and most commonly employed method for imine synthesis [4]. More recently, the catalytic dehydrogenation of amines mediated by metal and organic catalysts has begun to emerge as an alternative approach for

Synthesis of alkynyl-substituted camphor derivatives and their use in the preparation of paclitaxel-related compounds

• M. Fernanda N. N. Carvalho,
• Rudolf Herrmann and
• Gabriele Wagner

Beilstein J. Org. Chem. 2017, 13, 1230–1238, doi:10.3762/bjoc.13.122

• derivatives by protection of the 3-oxo group as an acetal. Selective synthesis of 2-alkynyl derivatives by protection of the 3-oxo group as an imine. Synthesis of the bis-alkynyl derivatives bearing different alkyne substituents and their platinum-catalysed cycloisomerisation. Compounds 21a and 22a: R1 = Ph

3D-printed devices for continuous-flow organic chemistry

• Vincenza Dragone,
• Victor Sans,
• Mali H. Rosnes,
• Philip J. Kitson and
• Leroy Cronin

Beilstein J. Org. Chem. 2013, 9, 951–959, doi:10.3762/bjoc.9.109

• of aldehydes and primary amines. Secondly, two reactors were connected in series to first perform an imine synthesis and then subsequently an imine reduction, with this second setup showing the potential for using the 3D-printed devices as reliable tools in multistep synthesis. This showed that the

• ATR-IR flow cell. We ran the imine synthesis in the first of the two reactors (R2’), and once formed we subsequently reduced it in the second reactor (R2”). R2’ was connected to the syringe pumps containing the starting materials (compounds 1a and 2a–d) for the imine synthesis as previously described

• the aniline derivatives 2a–d in MeOH introduced through inlet A’ at the same flow rate, keeping the aldehyde/amine ratio (1:1) (v/v) as described for the imine synthesis in R1. We selected this low flow rate to obtain a sufficient residence time (tR = 14 min) for a full conversion of 1a into imines 3a

Amines as key building blocks in Pd-assisted multicomponent processes

• Didier Bouyssi,
• Nuno Monteiro and
• Geneviève Balme

Beilstein J. Org. Chem. 2011, 7, 1387–1406, doi:10.3762/bjoc.7.163

• excellent yields (Scheme 8). Another strategy allowing access to pyridine derivatives was developed by Katsumura and coworkers. They showed that chiral 2,4-disubstituted 1,2,5,6-tetrahydropyridines 17 can be obtained through a one pot imine synthesis, Stille coupling, 6π-azaelectrocyclization and