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제120회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Decarboxylative C-H Activation for the synthesis of homoisoflavonoids & Decarboxylative trichlorination

2017년 9월 3일 13시 37분 30초
KCS3-2 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
수 15시 : 20분
KCS - [IBS Symposium] Developing New Catalytic Organic Reactions and Investigating Their Applications
저자 및
Sunwoo Lee
Department of Chemistry, Chonnam National University, Korea
The development of simple and convenient method for the preparation of aryl alkynoic acids made it easy accessible tool for the introduction of alkynyl group in organic synthesis. In this presentation, we would like to discuss some of our recent research progress towards the decarboxylative coupling reactions of alkynoic acids. This presentation will cover the ruthenium-catalyzed decarboxylative C-H activation for the synthesis of homoisofalvonoids and metal-free decarboxylative trichlorination of alkynoic acid for the synthesis of trichloromethylketones. Homoisoflavonoid and flavone were selectively obtained from the reaction with salicylaldehydes and arylpropiolic acid in the presence of ruthenium catalyst and base. When the reaction was conducted in DMSO, a variety of homoisoflavonoids were exclusively obtained in good yields. While, several flavones were dominantly formed under t-AmOH solvent. 2,2,2-Trichloroacetophenone derivatives were synthesized via decarboxylative trichlorination from arylpropiolic acids and trichloroisocyanuric acid (TCCA). The reaction was conducted in the presence of H2O at room temperature, and afforded the desired products in good yields. The reaction showed good functional group tolerance towards halides, cyano, nitro, ketone, ester and aldehyde groups. In addition, 2,2,2-trichloroacetophenone derivatives were readily transformed into esters, amides, and hydrazides.