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제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Rh-Catalyzed C-H Insertion Reaction of N-Sulfonyl-1,2,3-Triazoles with Aromatic Compounds

2015년 8월 27일 15시 58분 31초
ORGN.O-4 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
목 09시 : 45분
유기화학 - Oral Presentation of Graduate Scholars in Organic Division
저자 및
신서현, 이필호*
강원대학교 화학과, Korea
N-Sulfonyl-1,2,3-triazoles are proven to be highly effective as precursors of α-imino rhodium carbenes. Because in situ generated α-imino rhodium carbenes are a kind of electrophiles, reactions of the carbenes with a wide range of nucleophiles have been examined, and a variety of heterocyclic compounds have been prepared. Besides Rh-catalyzed intermolecular arylation using α-imino rhodium carbenes is highly attractive because transition metal-catalyzed insertion reaction of carbenes to aromatic C-H bonds is one of the useful methods in organic synthesis. A synthetic route to a wide range of 2-alkoxyaryl-2-aryl enamines is developed from Rh-catalyzed alkoxyarylation of N-sulfonyl-4-aryl-1,2,3-triazoles with aryl ethers via the elimination of nitrogen molecule. In addition, 2-alkoxyaryl-2-aryl enamines are prepared via tandem Cu-catalyzed cycloaddition and Rh-catalyzed alkoxyarylation starting from alkynes, N-sulfonyl azides, and aryl ethers in one-pot. The development of Rh-catalyzed diastereoselective N-sulfonylaminoalkenylation of azulenes using N-sulfonyltriazoles is described. This procedure can be successfully applied to Rh-catalyzed diastereoselective N-sulfonylaminoalkenylation of azulenes starting from terminal alkynes and N-sulfonylazides via a three-component semi-one pot process.