Synthesis of symmetrical 1,3-diynes via homocoupling reaction of n-butyl alkynyltellurides

Synthesis of 5‐Organotellanyl‐1H‐1,2,3‐tri­azoles: Functionalization of the 5‐Position Scaffold by the Sonogashira Cross‐Coupling Reaction

“…Tellurium/metal‐exchange reactions have attracted the interest of chemists owing to the special regio‐ and stereoselectivity properties that are unique to tellurium species. In this sense, cross‐coupling reactions such as Suzuki–Miyaura,14 Sonogashira,15 Negishi,16 Heck17 and homo coupling reactions18 have attracted attention. Moreover, unnamed reactions involving various metals and non‐metals such as magnesium,19 zinc,20 aluminum,21 tin,22 phosphorus,23 iodine,24 and a Te/halide25 exchange process have been developed.…”

An alternative CuCl–piperidine‐catalyzed oxidative homocoupling of terminal alkynes affording 1,3‐diynes in air

“…1,3‐Diynes represent an important class of organic compounds, and the structural motif of 1,3‐diyne has been recognized as an important functionality in molecular materials. Thus numerous synthetic approaches have been developed for the synthesis of 1,3‐diynes, mainly including oxidative homocoupling reactions of terminal alkynes catalyzed by palladium,1–8 nickel9 complexes with the use of copper(I) as co‐catalyst, Cu(I)/(II)‐mediated oxidative homocoupling reactions of terminal alkynes10–15 and homocoupling reactions of alkynylsilanes,16 alkynylboronates17 and potassium alkynyltrifluoroborates,18 and palladium‐catalyzed homocoupling reactions of n ‐butyl alkynyltellurides 19…”

A Safe and Simple Synthesis of 1,4-Bis(trimethylsilyl)buta-1,3-diyne

“…The three necked flask was charged with acetonitrile (100 ml), After removing the solvent on a rotary evaporator, the product was obtained as white crystalline solid. The product was dried under vacuum at ambient temperature (5 mbar for 106-108 °C, [42] 107-108 °C [43] ). The purity of the sample was determined to be 99.5 % by quantitative NMR in CDCl 3 with 1,3,5-trimethoxybenzene as internal standard and estimated to be 100 % by standard GC-MS analysis.…”