Transition metal-catalyzed intramolecular cyclization of N-Boc-protected propargyl/ethynyl amines: a novel and convenient access to 2-oxazolidinone/oxazolone derivatives

2018 ◽  
Vol 16 (3) ◽  
pp. 617-627 ◽  
Author(s):  
Esmail Vessally ◽  
Mohammad Nikpasand ◽  
Sheida Ahmadi ◽  
Parvaneh Delir Kheirollahi Nezhad ◽  
Akram Hosseinian
Keyword(s):  
Transition Metal ◽  
Intramolecular Cyclization ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Convenient Access

scholarly journals Synthesis of Medium-Sized Heterocycles by Transition-Metal-Catalyzed Intramolecular Cyclization

Molecules ◽  
2020 ◽  
Vol 25 (14) ◽  
pp. 3147 ◽  
Author(s):  
Mickael Choury ◽  
Alexandra Basilio Lopes ◽  
Gaëlle Blond ◽  
Mihaela Gulea
Keyword(s):  
Transition Metal ◽  
Intramolecular Cyclization ◽  
Biologically Active ◽  
Conformational Constraints ◽  
Synthesis Strategy ◽  
Gold Silver ◽  
Copper Gold ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Active Natural

Medium-sized heterocycles (with 8 to 11 atoms) constitute important structural components of several biologically active natural compounds and represent promising scaffolds in medicinal chemistry. However, they are under-represented in the screening of chemical libraries as a consequence of being difficult to access. In particular, methods involving intramolecular bond formation are challenging due to unfavorable enthalpic and entropic factors, such as transannular interactions and conformational constraints. The present review focuses on the synthesis of medium-sized heterocycles by transition-metal-catalyzed intramolecular cyclization, which despite its drawbacks remains a straightforward and attractive synthesis strategy. The obtained heterocycles differ in their nature, number of heteroatoms, and ring size. The methods are classified according to the metal used (palladium, copper, gold, silver), then subdivided according to the type of bond formed, namely carbon–carbon or carbon–heteroatom.

scholarly journals Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

RSC Advances ◽  
2015 ◽  
Vol 5 (26) ◽  
pp. 20108-20114 ◽  
Author(s):  
C. S. Marques ◽  
D. Peixoto ◽  
A. J. Burke
Keyword(s):  
Transition Metal ◽  
Intramolecular Cyclization ◽  
Arylboronic Acid ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

We report an innovative and simple three step high yielding synthesis of a library of 14 chiral isoquinolinone and azepinone derivatives with benzyl, pyridyl and thiophene cores starting from amidoarylboronic acid aldehydes.

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