Issue 47, 2015

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

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

Supplementary files

Article information

Article type
Paper
Submitted
25 Sep 2015
Accepted
05 Oct 2015
First published
14 Oct 2015

Org. Biomol. Chem., 2015,13, 11539-11549

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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