Synthesis of pyrazolone sulfonyl chlorides and the development of DABCO-based catalysts and reagents

국문 초록 (Abstract)

핵심적인 중간체 설포닐클로라이드계열 화합물의 합성법을 설계 했고
추가적인 반응최적화를 통해서 설폰아미드 포함한 화합물들을 합성
했다. 본 신규한 유도체의 mTORC1 저해 효과는 우수하다. DABCO를
이용한 치아졸리딘-2,4-디온 및 전자부족 이중결합 화합물을 이용한
신규 유기화학반응을 개발했다. 또한 치아졸리딘-2,4-디온의 양쪽에
동시 치환기를 붙이기위해 DABCO를 이용한 유기화학반응을 개발했다.
마지막으로 신규 DABCO를 포함한 멜드럼산 시약을 합성했고 본
시약의 화학적인 용도를 검토 했다.

다국어 초록 (Multilingual Abstract)

Described is a concise synthetic route to key sulfonyl chloride intermediates that
were further transformed into a series of sulfonamide compounds and were
screened as potential mTORC1 inhibitors that target the leucyl-tRNA synthetaseRagD interaction. Development of novel organic reaction methodologies
consisting of a DABCO catalyzed aza-Michael reaction of thiazolidine-2,4-dione
towards electron deficient alkenes and a DABCO-Succinic acid catalyzed tandem
aza-Michael/Knoevenagel reaction for the difunctionalization of thiazolidine-2,4-
dione was achieved. Finally, a novel DABCO-derived Meldrum’s acid was
developed and its synthetic applications related to the functionalization of indoles
were briefly explored.