1,4-Dithianes: attractive C2-building blocks for the synthesis of complex molecular architectures

• Bram Ryckaert,
• Ellen Demeyere,
• Frederick Degroote,
• Hilde Janssens and
• Johan M. Winne

Beilstein J. Org. Chem. 2023, 19, 115–132, doi:10.3762/bjoc.19.12

• and carbohydrates to various carbocyclic scaffolds. This versatility arises from the possibility to chemoselectively cleave or reduce the sulfur-heterocycle to reveal a versatile C2-synthon. Keywords: 1,4-dithianes; 1,4-dithiins; 2,3-dihydro-1,4-dithiins; heterocycles; target synthesis; Introduction

• blocks, including their unsaturated and oxidized derivatives (Figure 1a). The chemistry of fully unsaturated 1,4-dithiins have received a good deal of attention in synthesis [19][20][21][22][23], in particular as these heterocycles constitute non-aromatic (and non-planar) analogues of thiophenes that

• find use in materials science applications. The properties, synthesis and materials applications of 1,4-dithiins have recently been reviewed by Etkind and Swager [24], and will not be extensively covered in this review. Instead, the current review will focus on 1,4-dithiin and 1,4-dithiane building

Bis(vinylenedithio)tetrathiafulvalene analogues of BEDT-TTF

• Erdal Ertas,
• İlknur Demirtas and
• Turan Ozturk

Beilstein J. Org. Chem. 2015, 11, 403–415, doi:10.3762/bjoc.11.46

• (LR) [50] or tetraphosphorus decasulfide (P4S10) [51] Although, in most cases, formation of 1,4-dithiins is the only result, or the major one, a thiophene formation can also take place [46]. So far, eighteen BVDT-TTF analogues have been synthesized (Figure 3). In 1996, we reported a convenient method