scholarly journals Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates

2015 ◽  
Vol 11 ◽  
pp. 1944-1949 ◽  
Author(s):  
Magnus Mortén ◽  
Martin Hennum ◽  
Tore Bonge-Hansen
Keyword(s):  
Ring Opening ◽  
Ring Expansion ◽  
Novel Synthesis ◽  
Ring Expansion Reaction

In this letter, we report a novel synthesis of ethyl quinoline-3-carboxylates from reactions between a series of indoles and halodiazoacetates. The formation of the quinoline structure is probably the result of a cyclopropanation at the 2- and 3-positions of the indole followed by ring-opening of the cyclopropane and elimination of H–X.

Ligand-modulated ring-expansion

2019 ◽  
Vol 55 (9) ◽  
pp. 1245-1248
Author(s):  
Veronica Carta ◽  
Miguel A. Soto ◽  
Mark J. MacLachlan
Keyword(s):  
Ring Opening ◽  
Ring Expansion ◽  
Coordination Site ◽  
Ring Expansion Reaction ◽  
Bulky Ligand ◽  
Fourth Coordination

An unstrained metal-containing macrocycle was ring-expanded by a ring-opening metathesis strategy, leading to the formation of a bimetallic dimeric macrocycle. The reaction is driven by coordination of a bulky ligand, 2,6-lutidine, on the fourth coordination site of the palladium center. In the absence of metal, or with a less bulky ligand, the ring-expansion reaction does not proceed.

scholarly journals Recent Advances in the Synthesis of Hydrogenated Azocine-Containing­ Molecules

Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 3801-3834 ◽  
Author(s):  
Anna Listratova ◽  
Leonid Voskressensky
Keyword(s):  
Ring Opening ◽  
Aldol Condensation ◽  
Ring Expansion ◽  
Radical Cyclization ◽  
Primary Amines ◽  
Ring Closing Metathesis ◽  
Recent Advances ◽  
Activated Alkynes ◽  
Ring Expansion Reaction ◽  
Metal Catalyzed

This review covers recent advances in synthesis of azocine-containing systems. The most approaches towards azocines are discussed.1 Introduction2 Ring-Expansion Reaction2.1 Ring-Expansion Reaction of Cyclopentane Containing the 1,4-Diketone Moiety with Primary Amines (from 5 to 8)2.2 Ring-Expansion Reaction of Annulated Tetrahydropyridines under the Action of Activated Alkynes (from 6 to 8)2.3 Reductive Ring-Expansion Reaction of Cyclic Oximes2.4 Other Ring-Expansion Reactions3 Heck Reaction4 Cycloaddition5 Ring-Closing Metathesis (RCM)6 Cyclization6.1 Metal-Catalyzed Cyclization6.2 Radical Cyclization6.3 Friedel–Crafts Cyclization6.4 Other Examples of Cyclizations7 Microwave- and Photo-Assisted Reactions8 Other Methods8.1 Cascade and Tandem Reactions8.2 Aldol Condensation8.3 Thermolysis8.4 Ring Opening8.5 Other Methods9 Conclusion

Sign in / Sign up

Export Citation Format

Share Document