92548-93-1Relevant articles and documents
The first vinyl acetate mediated organocatalytic transesterification of phenols: A step towards sustainability
Kumar, Manoj,Bagchi, Sourav,Sharma, Anuj
supporting information, p. 8329 - 8336 (2015/11/10)
The present report outlines our efforts toward a simple yet elegant protocol for O-acylation of a wide variety of phenols. This highly enabling and solventless method relies on vinyl acetate as an innocuous acyl donor and DABCO as an organocatalyst. Operational simplicity, excellent yields, higher and faster conversion rates without excess reagents, a simple workup and essentially no need of columns are some of the salient features of the reported protocol.
Direct electrosynthesis of ketones from benzylic methylenes by electrooxidative C-H activation
Meng, Li,Su, Jihu,Zha, Zhenggen,Zhang, Li,Zhang, Zhenlei,Wang, Zhiyong
supporting information, p. 5542 - 5545 (2013/05/23)
Electrify your chemistry! Direct electrosynthesis of ketones from benzylic methylenes in an undivided cell was realized in moderate to good yields (see scheme). In this electrosynthesis, electrons instead of conventional oxidants and catalysts are employed to make the reaction environmentally benign. Moreover, the reaction intermediate radical was detected by ESR spectroscopy and the reaction mechanism was clarified.
Iron-doped single-walled carbon nanotubes as new heterogeneous and highly efficient catalyst for acylation of alcohols, phenols, carboxylic acids and amines under solvent-free conditions
Sharghi, Hashem,Jokar, Mahboubeh,Doroodmand, Mohammad Mahdi
experimental part, p. 426 - 442 (2011/04/15)
Iron-doped single-walled carbon nanotubes (Fe/SWCNTs) represent an efficient and new heterogeneous reusable catalyst for the acylation of a variety of alcohols, phenols, carboxylic acids and amines with acid chlorides or acid anhydrides under solvent-free conditions. The reactions of various primary, secondary, tertiary, and benzylic alcohols, diols, phenols, as well as aromatic and aliphatic amines give acylated adducts in good to excellent yields.
Extremely efficient cross-coupling of benzylic halides with aryltitanium tris(isopropoxide) catalyzed by low loadings of a simple palladium(II) acctate/Tris(p-tolyl)phosphine system
Chen, Chi-Ren,Zhou, Shuangliu,Biradar, Deepak Baburao,Gau, Han-Mou
experimental part, p. 1718 - 1727 (2010/09/18)
Highly efficient coupling reactions of benzylic bromides or chlorides with aryltitanium tris(isopropoxide) [ArTi(O-i-Pr)3] catalyzed by a simple palladium(II) Acctate/tris(p-tolyl)phosphine [Pd(OAc)2/ P(p-tolyl)3] system are reported. The coupling reactions proceed in general at room temperature employing low catalyst loadings of 0.02 to 0.2 mol%, affording coupling products in excellent yields of up to 99%. For benzylic bromides bearing strong electronwithdrawing cyano (CN) or trifluoromethyl (CF 3) substituents, the reactions require a higher catalyst loading of 1 mol%, or the reactions are carried out at 60°C. The catalytic system also tolerates (1-bromoethyl)benzene bearing β-hydrogen atoms while using a catalyst loading of 1 mol% to afford the coupling product in a 70% yield.
A metal-free catalytic system for the oxidation of benzylic methylenes and primary amines under solvent-free conditions
Zhang, Jintang,Wang, Zhentao,Wang, Ye,Wan, Changfeng,Zheng, Xiaoqi,Wang, Zhiyong
supporting information; scheme or table, p. 1973 - 1978 (2010/06/15)
Iodine-pyridine-tert-butylhydroperoxide is developed as a green and efficient catalytic system for the oxidation of benzylic methylenes to ketones and primary amines to nitriles. The reaction conditions are quite mild and environmentally benign, no transition metals, organic solvents or hazard reagents being needed. The oxidation of benzylic methylenes gave the corresponding ketones in excellent yields with complete chemoselectivity, while the oxidation of primary amines was complete in several minutes, affording various nitriles in moderate to good yields.
Hypophosphorous acid-iodine: A novel reducing system. Part 2: Reduction of benzhydrols to diarylmethylene derivatives
Gordon, Paul E.,Fry, Albert J.
, p. 831 - 833 (2007/10/03)
A mixture of hypophosphorous acid (H3PO2) and iodine in acetic acid reduces a variety of substituted benzhydrols to the corresponding methylene derivatives in very high yields. The active reducing agent is hydrogen iodide generated by reaction between iodine and hypophosphorous acid.
Hypophosphorous acid-iodine: A novel reducing system. Part 1: Reduction of diaryl ketones to diaryl methylene derivatives
Hicks,Han,Fry
, p. 7817 - 7820 (2007/10/03)
A mixture of hypophosphorous acid (H3PO2) and iodine in hot acetic acid reduces diaryl ketones quickly and aryl alkyl ketones slowly to the corresponding methylene derivatives. The active reducing agent is hydrogen iodide, generated by reaction between iodine and hypophosphorous acid. (C) 2000 Elsevier Science Ltd.
