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Beilstein J. Org. Chem. 2018, 14, 786–795, doi:10.3762/bjoc.14.66
Graphical Abstract
Scheme 1: Representative pharmaceutically useful indazoles.
Scheme 2: Model Heck reaction of 3-bromo-N-methyl-1H-indazole (1a) and n-butyl acrylate (2a). (173 stainless-...
Figure 1: Investigation of additives in the Heck reaction: 1a (1.5 mmol), 2a (2.25 mmol), Pd(OAc)2 (5 mol %),...
Scheme 3: The control experiments. aTEA (1.8 mmol), silica gel (5.0 g), bPd(OAc)2 (5 mol %), PPh3 (10 mol %),...
Scheme 4: Plausible reaction pathway.
Figure 2: Influence of milling time and rotation speed on the Heck reaction: 1a (1.5 mmol), 2a (2.25 mmol), P...
Figure 3: Influence of the milling ball filling degree with different size on the Heck reaction: 1a (1.5 mmol...
Scheme 5: Examination of the substrate scope. Reaction conditions: 1 (1.5 mmol), 2 (2.25 mmol), Pd(OAc)2 (5 m...
Scheme 6: Synthesis of axitinib by mechanochemical Heck–Migita coupling. Reagents and conditions: (i) NBS, Na...
Beilstein J. Org. Chem. 2008, 4, No. 51, doi:10.3762/bjoc.4.51
Scheme 1: Synthesis of N,N′-methylenedibenzamide using CC-activated DMSO.
Scheme 2: Synthesis of N,N′-methylenebisamide using CC-activated DMSO.
Scheme 3: Synthesis of N,N′-methylenedibenzamide using DCMT-activated DMSO.
Scheme 4: Synthesis of N,N′-methylenebisamide using DCMT-activated DMSO.
Scheme 5: Plausible reaction mechanism of amide with CC- or DCMT-activated DMSO.