- Peroxide-mediated oxidative coupling of primary alcohols and disulfides: Synthesis of 2-substituted benzothiazoles
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A peroxide-mediated protocol for the synthesis of 2-substituted benzothiazoles was developed, starting from bis(o-aminophenyl) disulfides and primary alcohols. Eleven differently 2-substituted benzothiazoles were prepared in moderate to excellent yields using di-tert-butyl peroxide (DTBP) as an oxidant.
- Padilha, Nathalia B.,Penteado, Filipe,Salom?o, Maria C.,Lopes, Eric F.,Bettanin, Luana,Hartwig, Daniela,Jacob, Raquel G.,Lenard?o, Eder J.
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supporting information
p. 1587 - 1591
(2019/05/21)
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- Decarboxylative Coupling of α-Keto Acids with ortho-Phenylenediamines Promoted by an Electrochemical Method in Aqueous Media
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An electrochemical method for the decarboxylative coupling of α-keto acids with ortho-phenylenediamines was developed. The reaction proceeded smoothly in aqueous solution under air and metal catalyst-free conditions to afford 2-substituted benzimidazoles in good yields. Benzothiazoles could also be synthesized by this protocol. (Figure presented.) .
- Wang, Hai-Bin,Huang, Jing-Mei
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supporting information
p. 1975 - 1981
(2016/07/06)
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- General copper-catalyzed coupling of alkyl-, aryl-, and alkynylaluminum reagents with organohalides
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We report the first example of a very general Cu-catalyzed cross-coupling of organoaluminum reagents with organohalides. The reactions proceed for the couplings of alkyl-, aryl-, and alkynylaluminum reagents with aryl and heteroaryl halides and vinyl bromides, affording the cross-coupled products in good to excellent yields. Both primary and secondary alkylaluminum reagents can be utilized as organometallic coupling partners. These reactions are not complicated by β-hydride elimination, and as a result rearranged products are not observed with secondary alkylaluminum reagents even for couplings with heteroaryl halides under "ligand-free" conditions. Radical clock experiment with a radical probe and relative reactivity study of Ph3Al with two haloarenes, 1-bromonaphthalene and 4-chlorobenzonitrile, having two different redox potentials indicates that the reaction does not involve free aryl radicals and radical anions as intermediates. These results combined with the result of the Hammett plot obtained by reacting Ph3Al with iodoarenes containing p-H, p-Me, p-F, and p-CF3 substituents, which shows a linear curve (R2 = 0.99) with a ρ value of +1.06, suggest that the current transformation follows an oxidative addition-reductive elimination pathway.
- Shrestha, Bijay,Thapa, Surendra,Gurung, Santosh K.,Pike, Ryan A. S.,Giri, Ramesh
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p. 787 - 802
(2016/02/18)
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- RODENTIA ANIMAL REPELLENT
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PROBLEM TO BE SOLVED: To provide a repellent having a superior repellent activity for Rodentia animals, and a repellent method for Rodentia animals. SOLUTION: A Rodentia animal repellent contains, as an active ingredient, a compound represented by the for
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Paragraph 0031
(2016/10/27)
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- RODENTIA ANIMAL REPELLENT
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Provided are a repellent having a superior repellent activity for Rodentia animal and a repellent method for Rodentia animal. A Rodentia animal repellent containing, as an active ingredient, a compound represented by the formula (1) wherein Z1
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Paragraph 0031
(2016/06/06)
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- Iron phthalocyanine as an efficient and versatile catalyst for N-alkylation of heterocyclic amines with alcohols: One-pot synthesis of 2-substituted benzimidazoles, benzothiazoles and benzoxazoles
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An efficient and versatile iron phthalocyanine catalyzed method has been developed for N-alkylation of various amines with alcohols. Readily available alcohols were used as alkylating agents for direct N-alkylation of aminobenzothiazoles, aminopyridines and aminopyrimidines. N-Alkylation of ortho-substituted anilines (-NH2, -SH and -OH) led to the synthesis of 2-substituted benzimidazoles, benzothiazoles and benzoxazoles in one pot.
- Bala, Manju,Verma, Praveen Kumar,Sharma, Upendra,Kumar, Neeraj,Singh, Bikram
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supporting information
p. 1687 - 1693
(2013/09/24)
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- Eco-friendly synthesis of 2-substituted benzothiazoles catalyzed by cetyltrimethyl ammonium bromide (CTAB) in water
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A series of 2-substituted benzothiazoles have been synthesized by the condensation of 2-aminothiophenol with aldehydes (RCHO: R = Alkyl, Aryl, Heteroaryl, 2-Arylformyl) in the presence of a catalytic amount of cetyltrimethyl ammonium bromide (CTAB) "on wa
- Yang, Xiao-Liang,Xu, Chun-Mei,Lin, Shao-Miao,Chen, Jiu-Xi,Ding, Jin-Chang,Wu, Hua-Yue,Sua, Wei-Ke
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experimental part
p. 37 - 42
(2010/08/19)
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- Solvent-free synthesis of 2-aryl and 2-alkylbenzothiazoles on silica gel under microwave irradiation
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2-Substituted benzothiazoles have been synthesized by the condensation of o-aminothiophenol and aromatic or aliphatic aldehydes in the presence of silica gel under microwave irradiation (MW) and solvent-free conditions. The silica gel can be easily recovered and reused for subsequent reactions without loss of the activity.
- Kodomari, Mitsuo,Tamaru, Yoshimi,Aoyama, Tadashi
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p. 3029 - 3036
(2007/10/03)
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- 1-Methyl-2-pyrrolidinone: A Well-Adapted Solvent in the Benzothiazoles Synthesis
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We describe the synthesis of a series of 2-aryl and 2-alkyl benzothiazoles with high yields using 1-methyl-2-pyrrolidinone as reaction solvent.
- Brembilla, A.,Roizard, D.,Lochon, P.
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p. 3379 - 3384
(2007/10/02)
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