13461-74-0Relevant articles and documents
Synthesis of Fullerene-Fluorene Dyads through the Platinum-Catalyzed Reactions of [60]Fullerene with 9-Ethynyl-9 H-fluoren-9-yl Carboxylates
Yamada, Michio,Takizawa, Mayu,Nukatani, Yoko,Suzuki, Mitsuaki,Maeda, Yutaka
, p. 9025 - 9033 (2019)
The single-step regio- and stereoselective platinum-catalyzed reactions of [60]fullerene with a series of 9-ethynyl-9H-fluoren-9-yl carboxylates afforded fullerene-fluorene dyads in their [2 + 2] cycloaddition forms. The presented reactions represent the
A new approach to the functionalization of phenanthrenequinone
Bovonsombat, Pakorn,Mc Nelis, Edward
, p. 6431 - 6432 (1994)
The bromoethynyl adduct of fluorenone was converted to 10-((Z)- bromoiodomethylidene)phenanthren-9-one by means of the iodonium-generating reagent, iodine and Koser's reagent.
Construction of Partially Protected Nonsymmetrical Biaryldiols via Semipinacol Rearrangement of o-NQM Derived from Enynones
Wu, Feng,Cheng, Tairan,Zhu, Shifa
supporting information, p. 71 - 75 (2021/01/09)
The construction of partially protected nonsymmetrical biaryldiols catalyzed by AgBF4 has been achieved. The approach facilitates the formation of two new aryl rings and the introduction of two hydroxyl groups (one free and one TBS-protected) via the o-NQM generation/semipinacol rearrangement cascade, featuring high atom- and step-economy to afford a diverse array of partially protected nonsymmetrical biaryldiols under mild conditions.
Direct Exploitation of the Ethynyl Moiety in Calcium Carbide Through Sealed Ball Milling
Hosseini, Abolfazl,Schreiner, Peter R.
, p. 4339 - 4346 (2020/07/04)
Ball milling of calcium carbide (CaC2) enables the reaction of its ethynyl moiety with organic electrophiles. This was realized simply by co-milling CaC2 with organic substrates in a sealed jar without the need for an additive or a catalyst. Various ketones including those bearing α-hydrogens were ethynylated in good yields at short reaction times. Aryl halides are also amenable substrates for this protocol as they furnish aryl ethynes through a benzyne intermediate. This method offers a practical and cheap alternative to the established procedures for introducing ethynyl functionalities.
Trifluorosulfonylation Cascade in Allenols: Stereocontrolled Synthesis of Bis(triflyl)enones
Lázaro-Milla, Carlos,Macicior, Jon,Yanai, Hikaru,Almendros, Pedro
supporting information, p. 8983 - 8989 (2020/07/09)
Herein, we report investigations embodying the first example of reversal of the native regioselectivity in the reaction of allenols with electrophiles. The effortlessness of C?C bond formation, mild reaction conditions, neither catalysts nor light irradiation, and exquisite selectivity, both in terms of functional-group tolerance and chemo-, site-, and stereo-selectivity, converts this trifluorosulfonylation-rearrangement sequence into an appealing protocol for the preparation of novel functionalized enones. The synthetic utility of this method has been validated by the conversion of the initially prepared bis(triflyl)enones into a variety of bis(triflyl)-functionalized molecules such as 1,3-dienes, allylic alcohols, pyrroles, pyrazoles, and chromenes. Besides, DFT calculations have provided a reliable understanding of observed selectivity.
Efficient synthesis and antibacterial activities of some novel 1,2,3-triazoles prepared from propargylic alcohols and benzyl azides
Hosseinzadeh, Rahman,Abolfazli, Mohammadreza Khadem,Mohseni, Mojtaba,Mohadjerani, Maryam,Lasemi, Zahra
, p. 1298 - 1305 (2015/04/27)
A simple and effective procedure for regioselective preparation of 1,2,3-triazoles from benzyl azides and propargylic alcohols is described using CuSO4·5H2O and sodium ascorbate. To screen the antibacterial activity of some newly synthesized triazole derivatives, minimum inhibitory concentration of 3d and 3k was evaluated against gram positive Staphylococcus aureus and Bacillus subtilis and gram negative Escherichia coli and Pseudomonas aeruginosa.
Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s
Sun, Lang,Zhu, Yuanxun,Wang, Jing,Lu, Ping,Wang, Yanguang
supporting information, p. 242 - 245 (2015/02/19)
A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.
Convenient synthesis of naphthopyrans using montmorillonite K-10 as heterogeneous catalyst
Hosseinzadeh, Rahman,Mohadjerani, Maryam,Javad Ardestanian, Mohammad,Naimi-Jamal, Mohammad Reza,Lasemi, Zahra
, p. 1081 - 1089 (2014/11/08)
A simple and mild procedure for the synthesis of different naphthopyrans providing high yields in a short reaction time was reported. The reaction of propargylic alcohols with α- or β-naphthol and dihydroxy naphthalenes in the presence of montmorillonite K-10 was studied. This reaction afforded high yields of the corresponding naphthopyrans. In addition, a number of new phenylene and biphenylen-linked bisnaphthopyrans were synthesized providing excellent yields via the one-pot reaction of bis-propargyl alcohols with β-naphthol.
Merging synthesis and enantioselective functionalization of indoles by a gold-catalyzed asymmetric cascade reaction
Chiarucci, Michel,Mocci, Rita,Syntrivanis, Leonidas-Dimitrios,Cera, Gianpiero,Mazzanti, Andrea,Bandini, Marco
supporting information, p. 10850 - 10853 (2013/10/22)
All at once: The simultaneous synthesis and enantioselective functionalization of an indole core is achieved with the assistance of chiral cationic AuI complexes. A range of vinyloxazino-[4,3-a]indoles is obtained by a cascade process in a highly enantioselective manner (see scheme; L=chiral diphosphine). Copyright
Novel dispirobifluorenes and indeno-spirobifluorenes: Syntheses and properties
Shi, Yingbo,Liu, Qiancai,Wu, Guohong,Rong, Lingling,Tang, Jie
experimental part, p. 1201 - 1209 (2011/03/22)
Novel indeno-spirobifluorene and dispirobifluorene derivatives were synthesized and characterized. Their two positional isomers were unambiguously determined by X-ray crystallography. Preliminary investigations indicated that these indeno-spirobifluorene
