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  • 09월 08일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthesis of (Z)-α,β-Unsaturated Ketones and Arylalkyl Phosphonates using Acyl Alkenylindium and Phosphoryl Alkylindium Reagents via Pd-Catalyzed Cross-Coupling Reactions

2015년 8월 27일 15시 58분 17초
ORGN.O-2 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
목 09시 : 15분
유기화학 - Oral Presentation of Graduate Scholars in Organic Division
저자 및
김상혁, 이필호*
강원대학교 화학과, Korea
Cross-coupling reaction using a variety of organometallic reagents in the presence of a transition metal catalyst has been one of the most significant research subjects for the formation of C-C and C-heteroatom bonds. In particular, the Pd-catalyzed cross-coupling reaction has been widely used as a powerful tool in synthetic chemistry. To date, development of new catalysts, organometallic reagents, and electrophilic coupling partners has been continuously reported to expand the scope of cross-coupling reactions. Among them, because organoindium reagents showed advantageous properties related to their selectivity and reactivity, ease of handling and preparation, thermal stability, and low toxicity, cross-coupling reactions using organoindium reagents have also been of great interest. A synthetic method of acyl alkenylindium reagents was developed from the hydroindation reaction of allenyl ketones with indium and indium chloride in methanol under mild conditions. Their synthetic applications were demonstrated from Pd-catalyzed cross-coupling reactions with aryl bromides and iodides and alkenyl and aryl triflates for the synthesis of (Z)-α,β-unsaturated ketones. Phosphoryl alkylindium reagents are generated in situ from the direct insertion of indium with bromoalkyl phosphonates in the presence of CuCl, and their synthetic application to arylalkyl phosphonates is reported via Pd-catalyzed cross-coupling reaction with tolerance of a diversity of functional groups including ester, ketone, aldehyde, nitrile, nitro, trifluoromethyl, chloride, methoxy, hydroxy, and amino.