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Issue 47, 2015
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Insight into Pd-catalyzed branching cyclizations of enediyne-imides towards furo[2,3-b]pyridines: a DFT study

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Abstract

A new type of Pd-catalyzed branching cyclizations of enediyne-imides towards furo[2,3-b]pyridines has been investigated with the help of DFT calculations. The role of the solvent DMF was probed based on the theoretical reaction mechanistic study. The chemical selectivity was investigated and found to be determined by the C[double bond, length as m-dash]C rotation step versus the (Cl–H + Pd–C(sp2)) σ-bond metathesis step. In addition, the solvent effects were also elucidated to clarify why different solvents lead to different products.

Graphical abstract: Insight into Pd-catalyzed branching cyclizations of enediyne-imides towards furo[2,3-b]pyridines: a DFT study

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Publication details

The article was received on 25 Sep 2015, accepted on 05 Oct 2015 and first published on 14 Oct 2015


Article type: Paper
DOI: 10.1039/C5OB01991E
Org. Biomol. Chem., 2015,13, 11539-11549

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    Insight into Pd-catalyzed branching cyclizations of enediyne-imides towards furo[2,3-b]pyridines: a DFT study

    W. Wu, S. Bi, Y. Liu, Y. Tang and B. Li, Org. Biomol. Chem., 2015, 13, 11539
    DOI: 10.1039/C5OB01991E

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