- Synthesis of Benzofulvenes via Cp?Co(III)-Catalyzed C-H Activation and Carbocyclization of Aromatic Ketones with Internal Alkynes
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A highly efficient and practical synthesis of benzofulvenes was developed via ketone-directed Cp?Co(III)-catalyzed sequential C-H activation, addition, cyclization, and dehydration cascade processes between simple aromatic ketones and alkynes. The reactio
- Yu, Yongqi,Wu, Qianlong,Liu, Da,Hu, Liang,Yu, Lin,Tan, Ze,Zhu, Gangguo
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supporting information
p. 7449 - 7458
(2019/06/14)
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- The Synthesis of Benzofulvenes through Palladium-Catalyzed Sequential Three-Component Reactions
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An approach for the synthesis of benzofulvenes has been developed through palladium-catalyzed sequential three-component reactions. The reactions likely involve C,C-palladacycles as the key intermediates. The palladacycles are generated through cascade reactions of aryl halides and alkynes, and then reacted with CH2Br2 to form benzofulvenes as the final products. (Figure presented.).
- Zhou, Bo,Wu, Zhuo,Qi, Weixin,Sun, Xueliang,Zhang, Yanghui
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p. 4480 - 4484
(2018/10/31)
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- Ruthenium-catalyzed regioselective cyclization of aromatic ketones with alkynes: An efficient route to indenols and benzofulvenes
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The reactions of substituted acetophenones with diphenylacetylene in the presence of [{RuCl2(p-cymene)}2] (2 mol-%), AgSbF 6 (8 mol-%), and Cu(OAc)2·H2O (25 mol-%) in 1,2-dichloroethane at 120 °C for
- Chinnagolla, Ravi Kiran,Jeganmohan, Masilamani
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supporting information; experimental part
p. 417 - 423
(2012/02/04)
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- Diverse strategies toward indenol and fulvene derivatives: Rh-catalyzed C-H activation of aryl ketones followed by coupling with internal alkynes
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The synthesis of indenols and fulvenes was achieved through Rh-catalyzed C-H bond activation of simple and diverse aryl ketone derivatives and subsequent coupling with internal alkynes. The process was found to involve either an α or γ dehydration step, d
- Patureau, Frederic W.,Besset, Tatiana,Kuhl, Nadine,Glorius, Frank
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supporting information; experimental part
p. 2154 - 2156
(2011/04/23)
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- Sequential catalytic reactions for the synthesis of benzofulvenes using an iridium complex with dual function
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The cationic iridium complex ([Ir(cod)2]OTf + racBINAP) efficiently catalyzed a sequential process of ortho-C-H bond functionalization, cyclization and dehydration, leading to a concise preparation of 1 -methylene indene (benzofulvene) derivatives. The iridium complex operated as a catalyst in the ortho-C-H bond alkenylation of aryl ketones with alkynes and as a Lewis acid catalyst in the cyclization of the alkenylated product and the subsequent dehydration. Georg Thieme Verlag Stuttgart.
- Tsuchikama, Kyoji,Kasagawa, Mitsugu,Endo, Kohei,Shibata, Takanori
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scheme or table
p. 97 - 100
(2010/08/06)
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- Photochemistry of Cyclopropene Derivatives. Synthesis and Photorearrangement of a 3-Acyl-Substituted Cyclopropene
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Two different approaches toward the synthesis of a 3-acyl-substituted 1,2,3-triphenylcyclopropene were investigated.The first involved treating triphenylcyclopropenyl perchlorate with the anion derived from 1,3-dithiane followed by hydrolysis of the resulting dithioacetal.Unfortunately, all attempts to obtain a carbonyl compound from the hydrolysis failed.The only product obtained corresponded to a 1,2-diphenyl-1,2-diacyl-substituted alkene.The second approach utilized for the synthesis involved treating 3-cyano-1,2,3-triphenylcyclopropene with methyllithium.The addition proceeded quite smoothly to give the desired 3-acetyl derivative in high yield.Irradiation of 1,2,3-triphenyl-3-acetylcyclopropene in benzene afforded a mixture of 2,3,4-triphenyl-2-cyclopentenone (60percent), 2-methyl-3,4,5-triphenylfuran (27percent), and 3-acetyl-1,2-diphenylindene (13percent).The formation of the three products obtained can be rationalized in terms of a vinylcarbene intermediate.Several different pathways are available to this species, depending on the stereochemistry about the double bond and on the conformation the oxygen atom assumes in the cis intermediate.The formation of the 2-cyclopentenone derivative provides good support for the mechanism proposed some years ago to rationalize the photochemical rearrangement of 2,5-dimethylfuran.
- Padwa, Albert,Akiba, Mitsuo,Chou, Chuen S.,Cohen, Leslie
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p. 183 - 191
(2007/10/02)
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