1743-36-8Relevant articles and documents
The high stereoselective synthesis of β-alkynyl-enol phosphates
Ding,Huang
, p. 449 - 454 (2001)
A high stereoselective synthesis for β-alkynyl-enol phosphates from β-alkynyl ketone and dialkyl phosphite, via Atherton-Todd reaction, was reported. NaH as base gave a nearly pure Z-isomer.
Gold-Catalyzed Tandem Oxidative Coupling Reaction between β-Ketoallenes and Electron-Rich Arenes to 2-Furylmethylarenes
Yasukawa, Naoki,Yamada, Yutaro,Furugen, Chikara,Miki, Yuya,Sajiki, Hironao,Sawama, Yoshinari
, p. 5891 - 5895 (2021)
A tandem oxidative coupling reaction of β-ketoallenes and arenes was developed, which leads to the formation of 2-furylmethylarenes using AuCl3 and phenyliodine diacetate. The AuIII salt catalyzed the cyclization of β-ketoallenes to form a 2-furylmethyl gold intermediate, and the subsequent C-H functionalization of arenes proceeded smoothly. During the oxidative coupling, nucleophilic additions occurred at the center and terminal carbon atoms of the allene moiety to form C-O and C-C bonds.
Active metals prepared in liquid ammonia. Zinc and tin-promoted synthesis of β-hydroxyesters, homoallylic and homopropargylic alcohols
Makosza, Mieczyslaw,Grela, Karol,Fabianowski, Wojciech
, p. 9575 - 9580 (1996)
Active zinc and tin provider can be prepared by reduction of ZnCl2 and SnCl2 with sodium in tetrahydrofuran-liquid ammonia mixtures of various compositions. The activity of the reduced zinc depends on concentration of ammonia in the reactors medium Zinc(A) prepared in liquid ammonia (Method A) was much less active then zinc (B) prepared in THF containing 10-20 volume% of liquid ammonia (Method B). The X-ray powder difractiometry data suggested that zinc (H) was less crystalline then zinc (A). The Reformatsky and Barbier type reactions of carbonyl compounds with α-bromoesters, allylic and propargylic bromides in the presence of Zn or Sn prepared by method B gave the corresponding β-hydroxyesters, homollylic and homopropargylic alcohols in good to excellent yields.
Base-promoted direct synthesis of functionalized: N -arylindoles via the cascade reactions of allenic ketones with indoles
Li, Shengxiao,Wu, Xin-Xing,Chen, Shufeng
, p. 789 - 793 (2019)
A convenient Cs2CO3-promoted cascade benzannulation reaction of allenic ketones with indoles was achieved for the synthesis of functionalized N-arylindole derivatives under transition-metal-free conditions. A series of readily available starting materials can undergo the process successfully. It represents a practical method for the construction of N-arylindole scaffolds with high atom economy.
A new method for the preparation of 1,3-dilithiopropyne: An efficient synthesis of homopropargyl alcohols
Cabezas, Jorge A,Pereira, Albán R,Amey, Adam
, p. 6819 - 6822 (2001)
Controlled dilithiation of propargyl bromide with two equivalents of n-butyllithium, in the presence of TMEDA, produces the operational equivalent of the dianion 1,3-dilithiopropyne. The latter reacts efficiently with aldehydes and ketones to produce homo
Regioselective one-pot synthesis of 1,4-disubstituted 1,2,3-triazole derivatives
Gümü, Ayegül,Uur, Sibel
, p. 361 - 364 (2014)
The one-pot synthesis of novel 1,4-disubstituted 1,2,3-triazole derivatives derived from homopropargyl alcohol backbones has been accomplished. Triazoles are obtained in good yields from a variety of readily available aromatic and aliphatic halides withou
Silylcyclopropanes by Selective [1,4]-Wittig Rearrangement of 4-Silyl-5,6-dihydropyrans
Mori-Quiroz, Luis M.,Maloba, Emmanuel W.,Maleczka, Robert E.
supporting information, p. 5724 - 5728 (2021/07/31)
4-Silyl-5,6-dihydropyrans undergo remarkably selective [1,4]-Wittig rearrangements to give silylcyclopropanes in good yields. The selectivity is independent of the silyl group, but it is influenced by the electronic character of the migrating center. Elec
Allylation and propargylation of aldehydes mediated byin situgenerated zinc from the redox couple of Al and ZnCl2in 2N HCl
Mondal, Bibhas,Adhikari, Utpal,Hajra, Partha Pratim,Roy, Ujjal Kanti
, p. 7163 - 7173 (2021/05/03)
A simple one pot allylation and propargylation of aldehydes mediated by zinc(0), which isin situgenerated from the redox couple of Al and ZnCl2in 2N HCl, is demonstrated to afford the corresponding homoallyl and homopropargyl alcohols with exce
