91735-15-8Relevant academic research and scientific papers
Gold-Catalyzed Cadiot–Chodkiewicz-type Cross-Coupling of Terminal Alkynes with Alkynyl Hypervalent Iodine Reagents: Highly Selective Synthesis of Unsymmetrical 1,3-Diynes
Li, Xiangdong,Xie, Xin,Sun, Ning,Liu, Yuanhong
supporting information, p. 6994 - 6998 (2017/06/08)
A new and efficient method for the synthesis of unsymmetrical 1,3-butadiynes by gold-catalyzed C(sp)–C(sp) cross-coupling of terminal alkynes with alkynyl hypervalent iodine(III) reagents has been developed. The reaction features high selectivity and efficiency, mild reaction conditions, wide substrate scope, and functional-group compatibility, and is a highly attractive complement to existing methods. Mechanistic studies reveal that formation of a phenanthrolinyl-ligated gold(I) complex is crucial for the efficiency and selectivity of the target transformation.
Copper immobilized on nano-silica triazine dendrimer (Cu(ii)-TD@nSiO 2) catalyzed synthesis of symmetrical and unsymmetrical 1,3-diynes under aerobic conditions at ambient temperature
Nasr-Esfahani, Mahboobeh,Mohammadpoor-Baltork, Iraj,Khosropour, Ahmad Reza,Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Agabekov, Vladislav,Rudbari, Hadi Amiri
, p. 14291 - 14296 (2014/04/17)
A highly efficient route for the synthesis of symmetrical and unsymmetrical 1,3-diynes has been developed by Cu(ii)-TD@nSiO2/DBU catalyzed homocoupling/heterocoupling of aromatic as well as aliphatic terminal alkynes under aerobic conditions at ambient temperature. The catalyst could be easily recovered and reused several times without significant loss of its activity.
Nucleophilic conjugate 1,3-addition of phosphines to oligoynoates
Deng, Jie-Cheng,Kuo, Chih-Wei,Chuang, Shih-Ching
supporting information, p. 10580 - 10583 (2014/09/30)
Herein we have elucidated unusual and unique nucleophilic conjugate 1,3-addition reactions of surveyed oligoynoates toward phosphines through spectroscopic and single crystal X-ray diffraction analyses of three-component reaction products of oligoynoates, phosphines and aldehydes. This journal is the Partner Organisations 2014.
Palladium-catalyzed cross-coupling reactions of 1,2-diiodoalkenes with terminal alkynes: Selective synthesis of unsymmetrical buta-1,3-diynes and 2-ethynylbenzofurans
Liang, Yun,Tao, Li-Ming,Zhang, Yue-Hua,Li, Jin-Heng
experimental part, p. 3988 - 3994 (2009/05/27)
(E)-1,2-Diiodoalkenes were found to be effective building blocks for the preparation of unsymmetrical buta-1,3-diynes and 2-ethynylbenzofurans. In the presence of palladium(II) acetate and copper(I) iodide, unsymmetrical buta-1,3-diynes were selectively o
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.
Polyynes, IV. Synthesis of Unsymmetrically Substituted Diacetylenes via 1,1,2-Trichloro-1-alken-3-ynes
Himbert, Gerhard,Umbach, Hermann,Barz, Michael
, p. 661 - 667 (2007/10/02)
Phenylacetylene (1a) and 1-hexyne (1b) react with bromo(ethyl)magnesium and trichloroacetaldehyde to the corresponding acetylenic carbinols 2.Successive treatment of 2 with phosphorus pentachloride and triethylamine furnishes via the 1,1,1,2-tetrachloro-3
