A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion

2015 ◽  
Vol 13 (29) ◽  
pp. 7924-7927 ◽  
Author(s):  
Jiajia Yu ◽  
Huijun Zhao ◽  
Shuguang Liang ◽  
Xiaoguang Bao ◽  
Chen Zhu
Keyword(s):  
Ring Expansion ◽  
Regioselective Synthesis

A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described.

Stereoselective and Regioselective Synthesis of Azepane and Azepine Derivatives via Piperidine Ring Expansion.

ChemInform ◽  
2003 ◽  
Vol 34 (8) ◽  
Author(s):  
Hyun-soon Chong ◽  
Bishwajit Ganguly ◽  
Grant A. Broker ◽  
Robin D. Rogers ◽  
Martin W. Brechbiel
Keyword(s):  
Ring Expansion ◽  
Regioselective Synthesis ◽  
Piperidine Ring

ChemInform Abstract: A Facile and Regioselective Synthesis of 1-Tetralones via Silver-Catalyzed Ring Expansion.

ChemInform ◽  
2015 ◽  
Vol 46 (46) ◽  
pp. no-no
Author(s):  
Jiajia Yu ◽  
Huijun Zhao ◽  
Shuguang Liang ◽  
Xiaoguang Bao ◽  
Chen Zhu
Keyword(s):  
Ring Expansion ◽  
Regioselective Synthesis

Stereoselective and regioselective synthesis of azepane and azepine derivatives via piperidine ring expansion

2002 ◽  
pp. 2080-2086 ◽  
Author(s):  
Hyun-soon Chong ◽  
Bishwajit Ganguly ◽  
Grant A. Broker ◽  
Robin D. Rogers ◽  
Martin W. Brechbiel
Keyword(s):  
Ring Expansion ◽  
Regioselective Synthesis ◽  
Piperidine Ring

Synthesis, Structure and Reactivities of Pentacoordinated Phosphorus–Boron Bonded Compounds

2020 ◽  
Author(s):  
Nathan O'Brien ◽  
Naokazu Kano ◽  
Nizam Havare ◽  
Ryohei Uematsu ◽  
Romain Ramozzi ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Ring Expansion ◽  
Bicyclic Compound ◽  
Compound A ◽  
Ligand System ◽  
Large Bulk ◽  
Rearrangement Reaction ◽  
Hydride Abstraction ◽  
Pentacoordinated Phosphorus ◽  
Acids And Bases

<div>The isolation and reactivities of two pentacoordinated phosphorus–tetracoordinated boron bonded compounds were</div><div>explored. A strong Lewis acidic boron reagent and electron-withdrawing ligand system were required to form the</div><div>pentacoordinated phosphorus state of the P–B bond. The first compound, a phosphoranyl-trihydroborate, gave a THF</div><div>stabilised phosphoranyl-borane intermediate upon a single hydride abstraction in THF. This compound could undergo a</div><div>unique rearrangement reaction, that involved a two-fold ring expansion, to give an unusual fused bicyclic compound or it</div><div>could act as a mono-hydroboration reagent. The hydroboration reactivity of the intermediate was found to be more reactive</div><div>towards alkynes over alkenes with good to moderate regioselectivity towards the terminal carbon. The second compound,</div><div>a phosphoranyl-triarylborate, was found to have a vastly different reactivity to the trihydroborate as it was highly stable</div><div>towards acids and bases. This is thought to be due to the large bulk around the P–B bond as shown in the crystal structure</div>

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