Diastereoselective Synthesis of Functionalized Tetrahydropyridazines Containing Indole Scaffolds via Inverse-Electron-Demand Aza-Diels–Alder Reaction

2021 ◽  
Author(s):  
Taotao Chen ◽  
Chao Che ◽  
Zhefei Guo ◽  
Xiu-Qin Dong ◽  
Chun-Jiang Wang
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diastereoselective Synthesis ◽  
Inverse Electron Demand ◽  
Catalyst Free ◽  
Diels Alder Reaction ◽  
Electron Demand

An unprecedented base-promoted and catalyst-free inverse-electron-demand aza-Diels-Alder (IEDDA) reaction between the easily available in situ generated azoalkenes and 3-vinylindoles has been developed. This efficient protocol afforded structurally important tetrahydropyridazines containing...

Dual C–H functionalization of N-aryl tetrahydroisoquinolines: a highly diastereoselective synthesis of dibenzo[a,f]quinolizines via visible-light induced oxidation and inverse electron-demand aza-Diels–Alder reaction

2016 ◽  
Vol 52 (6) ◽  
pp. 1190-1193 ◽  
Author(s):  
Guo-Qiang Xu ◽  
Chen-Guang Li ◽  
Ming-Qian Liu ◽  
Jian Cao ◽  
Yong-Chun Luo ◽  
...  
Keyword(s):  
Visible Light ◽  
Alder Reaction ◽  
Diels Alder ◽  
Visible Light Photocatalysis ◽  
Diastereoselective Synthesis ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

Dual C–H functionalization of amines with high diastereoselectivity is developedviavisible-light photocatalysis and inverse electron-demand aza-Diels–Alder reaction.

scholarly journals Bay-Region-Selective Annulative π-Extension (APEX) of Perylene Diimides with Arynes

Synlett ◽  
2019 ◽  
Vol 30 (04) ◽  
pp. 423-428 ◽  
Author(s):  
Takayuki Nakamuro ◽  
Kazushi Kumazawa ◽  
Hideto Ito ◽  
Kenichiro Itami
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Short Axis ◽  
One Pot ◽  
Perylene Diimides ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

A bay-region-selective annulative π-extension (APEX) reaction of perylene diimides (PDIs) has been achieved by means of in-situ generated reactive aryne intermediates. This method provides an efficient one-pot π-extension at the short axis of PDIs in a sequential manner. Mechanistically, an inverse-electron-demand Diels–Alder reaction might be operative for the transformation.

A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan

2021 ◽  
Author(s):  
Yanshun Zhang ◽  
Yin Wei ◽  
Min Shi
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Tricyclic Compounds ◽  
Electron Demand

A silver-catalyzed diastereoselective domino cyclization-migration/inverse electron-demand oxo-Diels–Alder reaction of the in situ generated cyclobutane-fused furan intermediate with oxo-IED-diene for constructing complicated tricyclic compounds.

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