38177-85-4Relevant academic research and scientific papers
Synthesis of alkynes under dry reaction conditions
Rao, Maddali L.N.,Shamim Islam, Sk
supporting information, (2021/04/19)
An easy synthetic method was developed under dry reaction conditions for the preparation of terminal alkynes from 1,1-dibromoalkenes and in the presence of succinimide which acts as a nucleophile and proton donor. It was demonstrated with the synthesis of a broad spectrum of terminal alkynes and extended to synthesize internal alkynes under tandem reaction conditions.
1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide-Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles
Govdi, Anastasia I.,Danilkina, Natalia A.,Ponomarev, Alexander V.,Balova, Irina A.
, (2019/02/14)
Cu-catalyzed 1,3-dipolar cycloaddition of iododiacetylenes with organic azides using iodotris(triphenylphosphine)copper(I) as a catalyst was found to be an efficient one-step synthetic route to 5-iodo-4-ethynyltriazoles. The reaction is tolerant to various functional groups in both butadiyne and azide moieties. The synthetic application of 5-iodo-4-ethynyl triazoles obtained was also evaluated: the Sonogashira coupling with alkynes resulted in unsymmetrically substituted triazole-fused enediyne systems, while the Suzuki reaction yielded the corresponding 5-aryl-4-ethynyl triazoles.
Transition-Metal-Free Synthesis of Borylated Thiophenes via Formal Thioboration
Bel Abed, Hassen,Blum, Suzanne A.
supporting information, p. 6673 - 6677 (2018/10/24)
A simple, regiocontrolled, and transition-metal-free approach to access exclusively 3-borylated thiophene derivatives is reported. The commercially available B-chlorocatecholborane reagent (ClBcat) acts as a carbophilic Lewis acid to activate the alkyne i
Syntheses of trifluoroethylated unsymmetrical 1,3-diynes by using 1,1-dichloro-2,2,2-trifluoroethane
Zheng, Jian,Chen, Qing-Yun,Sun, Ke,Huang, Yangen,Guo, Yong
, p. 5757 - 5760 (2016/12/06)
Copper-mediated reaction of terminal 1,3-diynes with 1,1-dichloro-2,2,2-trifluoroethane (CF3CHCl2) using ethanolamine as ligand gave trifluoroethylated unsymmetrical 1,3-diynes in moderate to good yields. The reaction were carried out under mild conditions, and were easy to operate. Aryl groups with weak electron-withdrawing group or electron-donating group, and alkyl substitutents at terminal 1,3-diynes were tolerated. Synthesis of a trifluoroethylated conjugated triyne by using this method was demonstrated. Further transformation of the trifluoroethylated unsymmetrical 1,3-diyne to provide trifluoroethyl-substituted 1,2,3-triazole and isoxazole as application examples were successfully realized.
Reverse engineering of conjugated microporous polymers: Defect structures of tetrakis(4-ethynylphenyl)stannane networks
Uptmoor, Andrea C.,Freudenberg, Jan,Schw?bel, S. Thimon,Paulus, Fabian,Rominger, Frank,Hinkel, Felix,Bunz, Uwe H. F.
, p. 14673 - 14676 (2016/02/09)
Two different conjugated microporous polymers (CMPs) based on tetrakis(4-ethynylphenyl)stannane as the repeating unit were synthesized and their BET surfaces and thermal properties were investigated. The first direct method to elucidate the molecular structure of the organic linkers between the tin centers by digestion of the CMP is described. Selective cleavage of the tin-carbon bonds with chloroacetic acid afforded the isolated bridging units and provided insight into the surprisingly varied chemical composition of these networks. Burn your bridges: Two different conjugated microporous polymers (CMPs) based on tetrakis(4-ethynylphenyl)stannane as the repeating unit were synthesized and characterized. Selective cleavage of the tin-carbon bonds with chloroacetic acid affords the isolated bridging units, thereby providing insight into the structure of the organic linkers and the surprisingly varied chemical composition of these networks.
Air-stable (phenylbuta-1,3-diynyl)palladium(II) complexes: Highly active initiators for living polymerization of isocyanides
Xue, Ya-Xin,Zhu, Yuan-Yuan,Gao, Long-Mei,He, Xiao-Yue,Liu, Na,Zhang, Wu-Yi,Yin, Jun,Ding, Yunsheng,Zhou, Hongping,Wu, Zong-Quan
, p. 4706 - 4713 (2014/04/17)
A family of air-stable (phenylbuta-1,3-diynyl)palladium(II) complexes were designed and prepared in a facile synthetic procedure. Their structures were characterized by 1H and 13C NMR, MS, and X-ray analysis. These Pd complexes were
Zinc-mediated enantioselective addition of terminal 1,3-diynes to N-arylimines of trifluoropyruvates
Zhang, Fa-Guang,Ma, Hai,Zheng, Yan,Ma, Jun-An
scheme or table, p. 7663 - 7669 (2012/09/05)
A facile and effective enantioselective addition of terminal 1,3-diynes to acyclic α-CF3 ketimine esters has been developed by using zinc/Binol complexes. The reaction works well with a variety of aromatic-, aliphatic- and silyl-substituted diynes, providing the desired products in up to 97% yield and 97% enantiomeric excess.
Synthesis, photophysics and excited state structure of 1,8-di(p-tolyl)-1,3, 5,7-octatetrayne
Deperasińska,Szemik-Hojniak,Osowska,Rode,Szczepanik,Wi?niewski, ?.,Lis,Szafert
, p. 299 - 307 (2011/10/17)
The Cadiot-Chodkiewicz type C2-elongation of p-tolylacetylene followed by dimerization of the resulted diyne p-CH3C 6H4(C≡C)2TMS (1) gave thermally stable octatetrayne p-CH3C6Hs
Flash Vacuum Pyrolysis of Stabilised Phosphorous Ylides. Part 4. Stepwise Construction of Terminal 1,3-Diynes, Conjugated Diacetylenic Esters and a Triacetylenic Ester
Aitken, R. Alan,Seth, Shirley
, p. 2461 - 2466 (2007/10/02)
Thirteen examples of stabilised alkynol ylides 6 have been prepared and are found, upon flash vacuum pyrolysis (FVP) at 500 deg C, to undergo extrusion of Ph3PO to give the diacetylenic esters 7 in moderate yield.At 750 deg C the same ylides afforded terminal 1,3-diynes 8 although often in poor yield.For R = 2-MeSC6H4 both 7 and 8 undergo secondary loss of Me* and cyclisation to give 2-alkynylbenzothiophene derivatives 9 and 10 in low yield.The first example of an alkadiynol ylide 11 has been prepared and is converted by FVP at 500 deg C into the triacetylenic ester 12.
