Palladium assisted organic reactions III. The preparation of di-μ-chlorobis-(N,N-dialkylbenzylamine-2,C,N)dipalladium(II) complexes

Barr, Neal

doi:10.1016/s0022-328x(00)98873-9

Cited by 2 publications

(1 citation statement)

References 8 publications

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“…According to Black et al [14], Moreno et al [30] and Harayama et al [31], biphenyl coupling in ortho-position next to a sterically demanding residue such as O-benzyl or methoxy groups is possible. In contrast, the results of Vila and Dyke [32,33] confirm our findings. As the results of Harayama et al [34] and Kirst [28] show, the addition of a phosphine ligand as well as preactivation of the coupling site are necessary if palladium is to act as a catalyst rather than a reactant.…”

Section: Intramolecular Oxidative Coupling Reactions Of 1a-gsupporting

confidence: 75%

A structural study of seven N-acylindolines and their Pd(II)-mediated intramolecular oxidative coupling reactions for the synthesis of pyrrolophenanthridone alkaloids

Feilcke

Goddard

Imming

et al. 2019

Journal of Molecular Structure

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Direct synthesis of the pyrrolophenanthridone scaffold was explored using an intramolecular Pd(II)-mediated coupling reaction of different N-acylindolines via CH activation, Amaryllidaceae alkaloids of the lycorine type belong to this type. Depending on the substitution pattern of the starting materials, the pathway yielded different product patterns and yields. Introduction of electron-withdrawing substituents into the 6-position of the indoline moiety did not improve coupling. Seven N-acylindoline precursors were structurally characterized by X-ray crystallography and NMR spectroscopy. The crystal structure of the lycorine type alkaloid oxoassoanine is reported for the first time.

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