26356-44-5Relevant academic research and scientific papers
Manganese catalyzed switchableC-alkylation/alkenylation of fluorenes and indene with alcohols
Mondal, Avijit,Pal, Debjyoti,Sharma, Rahul,Srimani, Dipankar
supporting information, p. 10363 - 10366 (2021/10/12)
The usage of earth-abundant, nontoxic transition metals in place of rare noble metals is a central goal in catalysis. This would be especially interesting when the reactivity and selectivity patterns can be tuned. Herein, we introduced the first Mn-catalyzed selectiveC-alkylation and olefination of fluorene, and indene with alcohols. Various substrates including benzylic, heteroaromatic, and aliphatic primary and secondary alcohols are employed as alkylating agents. Mechanistic investigations and a kinetic study underpin the involvement of the olefinated intermediate to furnish the alkylated product.
Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes
Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 8250 - 8253 (2021/10/12)
An atom economical protocol for the construction of 9-(diorganomethylidene)fluorenes through palladium-catalyzed coupling reactions of 2-iodobiphenyls with alkenyl bromides has been reported. The reaction proceeds through the C-H activation/oxidative addition/reduction elimination/intramolecular Heck coupling reaction to afford a series of 9-(diorganomethylidene)fluorenes with good yields. Control experiments demonstrate that a five-membered palladacycle acts as a key intermediate and β-H elimination serves as the rate-limiting step.
Synthesis of 9-Fluorenylidenes via Pd-Catalyzed C-H Vinylation with Vinyl Bromides
Yang, Shuai,Zhang, Yanghui
supporting information, p. 7746 - 7750 (2021/10/12)
A facile and efficient approach for the synthesis of 9-fluorenylidenes has been developed via the palladium-catalyzed cross-coupling of 2-iodobiphenyls and vinyl bromides. The reaction involves the C-H activation of 2-iodobiphenyls and dual C-C bond formations. A range of 9-fluorenylidene derivatives, including diphenyldibenzofulvenes, can be synthesized with the reaction.
An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols
Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin
supporting information, p. 3717 - 3721 (2021/05/04)
An N-heterocyclic carbene-catalyzed synthesis of dibenzofulvenes and fluorenyl alcohols was developed. In the presence of 10 mol% NHC (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and 4 ? molecular sieves, 9-(trimethylsilyl)fluorene undergoes an olef
Organophosphorus chemistry 32. 1 The reaction of vanillin, ortho-vanillin and piperonal with stabilized methylenetriphenylphosphoranes (wittig reagents)
Hafez, Taghrid S.,Henary, Maged M.,Mahran, Mohamed Refat H.
, p. 33 - 44 (2007/10/03)
Vanillin (1) and piperonal (3) reacted with ylidenetriphenylphosphoranes 4a-f in boiling toluene following the Wittig mechanism to give the ethylenes 5a-f and 7a-f. Similarly, ethylenes 8c-f were produced when ortho-vanillin (2) was allowed to react with 4c-f. The reaction of aldehyde (2) with the P-ylides 4a,b yielded the Wittig products 8a,b and 8-methoxycoumarin (10). Triphenylphosphine oxide (TPPO, 6) was isolated and identified in all cases. The mechanism for formation of 10 was discussed. Structural reasonings for all new compounds were based upon compatible elementary as well as spectroscopic (IR, 1H-NMR and MS) measurements.
Anionic Activation of Organic Compounds by Adsorption on Alumina and Alumina-KF
Villemin, Didier
, p. 1092 - 1093 (2007/10/02)
Condensations of acidic carbon compounds with piperonal (1) were achieved by adsorption on neutral alumina without solvent for the more acidic compounds and on Al2O3-KF for the less acidic compounds; dry Michael condensations also took place on Al2O3-KF.
