10199-67-4Relevant articles and documents
-
Gassend et al.
, p. 169,174 (1977)
-
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.
Radical Hydrodeiodination of Aryl, Alkenyl, Alkynyl, and Alkyl Iodides with an Alcoholate as Organic Chain Reductant through Electron Catalysis
Dewanji, Abhishek,Mück-Lichtenfeld, Christian,Studer, Armido
supporting information, p. 6749 - 6752 (2016/06/09)
A simple and efficient method for radical hydrodeiodination is reported. The novel approach uses electron catalysis. In situ generated Na-alcoholates are introduced as radical chain reducing reagents and reactions work with O2as cheap initiator. Hydrodeiodination works on aryl, alkenyl, alkynyl iodides and a tert-alkyl iodide also gets reduced applying the method. Albeit less general, the method is also applicable to the reduction of aryl bromides. The novel reagent is successfully used to conduct typical reductive radical cyclization reactions and mechanistic studies are reported.