- Method for synthesizing beta-bromostyrene through metal-free catalysis
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The invention discloses a method for synthesizing beta-bromostyrene through metal-free catalysis, and belongs to the technical field of organic chemistry. Substituted styrene 1 is used as a raw material and is reacted in the presence of a bromination reagent, sodium persulfate and dichloroethane, and the beta-bromostyrene compound 2 can be obtained in one step. The method is capable of solving thetechnical problem that in the traditional synthesis method, conversion into alkenyl boron, alkenyl silicon and other intermediates under the catalysis of noble metals and then further halogenation are needed; the defects of expensive reaction reagent, high catalytic cost, complex operation, incapability of large-scale preparation and the like in the traditional preparation method are avoided; byadopting the method, a series of beta-bromostyrene compounds can be obtained, and the method has a potential application prospect.
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Paragraph 0058-0060
(2020/02/06)
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- Facile Synthesis of β-Bromostyrenes by Direct Bromination of Styrenes with N -Bromosuccinimide and Sodium Persulfate
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A new, direct, efficient, and transition-metal-free method is reported for the synthesis of β-bromostyrenes from styrenes by using N -bromosuccinimide as the brominating reagent and sodium persulfate (Na 2S 2O 8) as the oxidant. This convenient and concise reaction is practical, operationally simple, and can be adapted for large-scale syntheses.
- Chen, Xuenian,Gao, Yan,Jing, Yi,Ma, Yan-Na,Zhao, Qianyi
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supporting information
(2020/09/09)
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- Decarboxylative bromination of α,β-unsaturated carboxylic acids via an anodic oxidation
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A novel bromination of α,β-unsaturated carboxylic acids was developed via a decarboxylation by virtue of a direct anodic electro-oxidation. In this method, ammonium bromide was employed as a bromine source and the reaction features transition-metal-free, short time, and no additional supporting electrolyte.
- Bi, Mei-Xiang,Qian, Peng,Wang, Yu-Kang,Zha, Zheng-Gen,Wang, Zhi-Yong
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p. 1159 - 1162
(2017/06/19)
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- H-β-zeolite catalyzed synthesis of β-bromostyrenes from styrene bromohydrins
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Synthesis of β-bromostyrenes from styrene bromohydrins using H-β-zeolite as catalyst under moderate conditions is reported. The catalyst could be regenerated and reused up to three consecutive cycles.
- Pappula, Venkatanarayana,Donthiri, Ramachandra Reddy,Darapaneni, Chandra Mohan,Subbarayappa, Adimurthy
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supporting information
p. 1793 - 1795
(2014/03/21)
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- The development of domino reactions incorporating the heck reaction: The formation of N-heterocycles
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The methodological development of a series of domino or cascade reactions affording a series of N-heterocycles is described. The rapid formation of these ring systems is in each case associated with the incorporation of a Heck reaction at either an early
- Rixson, James E.,Chaloner, Thomas,Heath, Charles H.,Tietze, Lutz F.,Stewart, Scott G.
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experimental part
p. 544 - 558
(2012/03/11)
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- Cascade palladium-catalyzed alkenyl aminocarbonylation/ Intramolecular aryl amidation: An annulative synthesis of 2-quinolones
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(Chemical Equation Presented) Palladium-catalyzed intermolecular aminocarbonylation/intramolecular amidation cascade sequences can be used to convert a range of 2-(2-haloalkenyl)aryl halide substrates efficiently and selectively to the corresponding 2-qui
- Tadd, Andrew C.,Matsuno, Ai,Fielding, Mark R.,Willis, Michael C.
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supporting information; experimental part
p. 583 - 586
(2009/07/24)
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- 2-(2-Haloalkenyl)-aryl halides as substrates for palladium-catalysed tandem C-N bond formation: Efficient synthesis of 1-substituted indoles
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2-(2-Haloalkenyl)-aryl halides, conveniently prepared in a single step from the corresponding o-halobenzaldehydes, are combined with amines under Pd catalysis to provide 1-substituted indoles. All combinations of Br and Cl leaving groups can be employed,
- Willis, Michael C.,Brace, Gareth N.,Findlay, Thomas J. K.,Holmes, Ian P.
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p. 851 - 856
(2007/10/03)
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- New method for the synthesis of β-bromostyrenes
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A new stereoselective method was developed for the synthesis of β-bromostyrenes (E/Z > 5/1) starting from hydrazones of aromatic aldehydes and bromoform in the presence of CuCl.
- Shastin,Nenajdenko,Korotchenko,Balenkova
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p. 1401 - 1405
(2007/10/03)
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- A versatile synthesis of 1-benzoheteroepines containing group 14, 15, and 16 heavier elements via a common 1,6-dilithium intermediate
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Fully unsaturated group 14 (Si, Ge, and Sn), group 15 (P, As, Sb, and Bi) and group 16 (S, Se, and Te) 2-trimethylsilyl-1-benzoheteroepines (16a- j), including the first isolated examples of bismepines, have been prepared by reaction of the corresponding electrophilic metal reagents (MX2 or MX4; M=group 14, 15, and 16 heavier elements) with the key 1,6-dilithium intermediate (9), generated from the common starting compound (Z,Z)-1-bromo- 4-(2-bromophenyl)-1-trimethylsilyl-1,3-butadiene (14) by treatment with tert- butyllithium. The trimethylsilyl group in 16b-j was readily removed by treatment with tetrabutylammonium fluoride to give the desired C- unsubstituted 1-benzoheteroepines (1b-j). Single crystal X-ray analyses of 1d (P) and 1f (Sb) revealed that the seven-membered rings exist in boat conformations with the heteroatoms at the bows. All obtained C-unsubstituted group 15 and 16 1-benzoheteroepines (1d-j) were thermolabile in solution towards heteroatom extrusion, while heteroepines (16d-j) having the bulky trimethylsilyl group at the 2-position were much more stable than 1d-j. The half-lives of 1d-j estimated from 1H-NMR spectral analysis indicate that the thermal stabilities of 1d-j decrease in the order 1f (Sb)>1d (P)>1e (As)>1g (Bi) in the group 15 heteroepines and 1j (Te)>1i (Se)>1h (S) in the group 16 heteroepines.
- Yasuike, Shuji,Shiratori, Shin-Ichi,Kurita, Jyoji,Tsuchiya, Takashi
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p. 1108 - 1114
(2007/10/03)
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- Synthesis of enantiopure estrone via a double heck reaction
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A novel efficient catalytic approach to steroids by a double Heck reaction of the vinyl bromides 2 and the CD-building block 3 is presented. The new estrogen analogues 1a and 1b are formed via 23a and 23b in a highly regio- and stereoselective manner in g
- Tietze, Lutz F.,N?bel, Thomas,Spescha, Maurus
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p. 8971 - 8977
(2007/10/03)
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