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Solid-Phase Synthesis of 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Derivatives via Selective, Reagent-Based Cyclization of Acyldithiocarbazate Resins

등록일
2005년 8월 11일 10시 54분 36초
접수번호
0741
발표코드
26P193포 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
토 <발표Ⅲ>
발표형식
포스터
발표분야
의약화학
저자 및
공동저자
최형섭, 황종연1, 공영대1, 이덕형
서강대학교,
1한국화학연구원,
Heterocyclic compounds are commonly used scaffolds on which pharmacophores are arranged to provide potent and selective drugs. This is especially true for five-membered ring heterocyclic compounds, which serve as the core components of large number substances that possess a wide range of interesting biological activities. In this family, 1,3,4-oxadiazoles and 1,3,4-thiadiazoles have been used as “privileged” scaffolds to produce substances of interest in numerous therapeutic areas, such as antiimflammatory, antimicrobial, anticonvulsant, and antihypertensive. In addition, these heterocycles serve as intermediates in the preparation of various biologically important compounds. Herein, we would like to report our finding about a selective, reagent-based method for the solid-phase synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles. Resin-bound acyldithiocarbazates were reacted with p-TsCl or TMSCl to give the corresponding resin-bound 1,3,4-oxadiazoles or 1,3,4-thiadiazoles through chemoselective cyclization processes.

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