10199-67-4Relevant articles and documents
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Gassend et al.
, p. 169,174 (1977)
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KF/Al2O3-mediated N-alkylation of amines and nitrogen heterocycles and S-alkylation of thiols
Moghaddam, Firouz Matloubi,DokhtTaimoory, Seyedeh Maryam,Ismaili, Hossein,Bardajee, Ghasem Rezanejade
, p. 3599 - 3607 (2006)
KF/Al2O3 efficiently catalyzes N-alkylation of heterocyclic, primary, and secondary amines and S-alkylation of thiols with a variety of alkyl halides. The N-alkylation and S-alkylation adducts were produced in good to excellent yields and in short times. Copyright Taylor & Francis Group, LLC.
Remarkable fast n-alkylation of azaheterocycles under microwave irradiation in dry media
Bogdal, Dariusz,Pielichowski, Jan,Jaskot, Krzysztof
, p. 715 - 722 (1997)
Under microwave irradiation a number of azaheterocycles (i.e., pyrrole, imidazole, pyrazole, indole, and carbazole) react remarkably fast with alkyl halides to give exclusively N-alkyl derivatives.
Transition-metal-free hydrogenation of aryl halides: From alcohol to aldehyde
Zheng, Hong-Xing,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao
, p. 5114 - 5117 (2017/11/07)
A transition-metal-and catalyst-free hydrogenation of aryl halides, promoted by bases with either aldehydes or alcohols, is described. One equivalent of benzaldehyde affords an equal yield as that of 0.5 equiv of benzyl alcohol. The kinetic study reveals that the initial rate of PhCHO is much faster than that of BnOH, in the ratio of nearly 4:1. The radical trapping experiments indicate the radical nature of this reaction. Based on the kinetic study, trapping and KIE experiments, and control experiments, a tentative mechanism is proposed. As a consequence, a wide range of (hetero)aryl iodides and bromides were efficiently reduced to their corresponding (hetero)arenes. Thus, for the first time, aldehydes are directly used as hydrogen source instead of other well-established alcohol-hydrogen sources.
A 1-alkyl-pyrazol-4-boronic acid frequency method for the synthesis of ester
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Paragraph 0068-0069, (2017/03/14)
The invention belongs to the field of organic chemical synthesis and provides a synthetic method of 1-alkylpyrazole-4-boronic acid pinacol ester. The synthetic method comprises the following three steps: 1. reacting pyrazole with iodine and hydrogen peroxide to generate 4-iodopyrazole A; 2. reacting the 4-iodopyrazole with alkyl halide to obtain an intermediate B; 3. preparing a Grignard reagent of the raw material by using 1-alkyl-4-iodopyrazole as a raw material and adopting an isopropyl Grignard reagent exchange method at 0-30 DEG C, with BE001 as a boron reagent, and reacting to obtain the final product. The technological method is accessible in raw materials, simple and convenient to operate and lower in cost and is a proper method for preparing 1-alkylpyrazole-4-boronic acid pinacol ester compounds.