Studies on the NHC-Catalyzed Regioselective Synthesis of Heterocyclic Compounds

Abstract

N-Heterocyclic carbene (NHC)-catalyzed regioselective oxidative cyclization of 1-formylphenyl ynamides has been developed to afford 3-aminomethylenephthalides and 3-aminoisocoumarins scaffolds. NHC-catalysis is constantly developing as a diverse strategy for the synthesis of complex organic molecules. NHC-catalyzed reactions can form carbon-carbon and carbon-heteroatom bonds, including heterocyclic rings. This metal-free, atom-economical reaction uses air as the oxidant. After oxidation of the aldehydes to acids by NHC catalyst, oxygen atom attached to two different carbon of internal ynamides in different conditions. This reaction tolerates various functional groups. And a variety of heterocyclic compounds can be formed by reactions. |NHC-촉매를 이용하여 2-formyl ynamide의 위치선택적 분자내 합성에 성공하였다. 이 반응은 똑같은 촉매를 이용하지만 서로다른 용매, 염기, 온도 조건에서 3- aminomethylenephthalides 혹은 3-aminoisocoumarins를 주 생성물로 합성하였다. 금속촉매를 사용하지 않고, 염기외의 다른 첨가제를 사용하지 않는 이 원자경제적인 반응은 3-aminomethylenephthalides 혹은 3-aminoisocoumarins 를 이용한 연구들과 천연물 골격을 합성하는데 활용될 수 있을것이다.