Beilstein J. Org. Chem.2021,17, 1591–1599, doi:10.3762/bjoc.17.113
: benzhydrazides; copper; 3-methyleneisoindolin-1-one; removable directing group; Introduction
Inexpensive copper-promoted oxidative C−H activations [1][2][3][4][5][6][7][8][9][10][11] have been recognized as competent tools for the efficient assembly and late-stage functionalization of organic molecules due to
, cyanations, aminations, nitrations, oxygenations, thiolations, halogenations, and phosphorylations, among others, were accomplished [14][15][16][17][18][19].
The 3-methyleneisoindolin-1-one moiety represents a key structure motif in natural products [20][21][22][23] or important pharmacophores [24]. In this
] auxiliaries (Figure 1a). Besides, the cobalt(II)- [31] or nickel(II)-catalyzed [32][33], pyridine oxide (PyO)-directed tandem alkynylation/annulation was realized by Niu and Song et al., which also provided the 3-methyleneisoindolin-1-one scaffolds (Figure 1b). Notably, a sustainable cupraelectro-catalyzed
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Graphical Abstract
Figure 1:
Assembly of 3-methyleneisoindolin-1-one via 3d transition metal-mediated/catalyzed oxidative C−H/N−...