Radical initiated fragmentation and cyclization reactions

Vichai ReutrakulManat PohmakotrPatoomratana TuchindaPornpun Rattananakin2024-08-022024-08-02199119912024Thesis (M.Sc. (Organic Chemistry))--Mahidol University, 1991https://repository.li.mahidol.ac.th/handle/20.500.14594/100132Organic Chemistry (Mahidol University 1991)Fragmentation of α-halosulfonyl cycloalkanol via radical were investigated. Three different reagents were employed i.e.: 1. α-Sulfonyl cyclobutyl carbinyl radicals could be generated by Tri-n -butyltin hydride (TBTH)/AIBN/benzene to give the fragmentation products and the radical formed by fragmentation could be trapped with acrylonitrile. 2. Alkoxy radicals could be generated by [bis(trifluoroacetoxy)iodo]benzene (BTFIB)/I(,2) or (diacetoxyiodo)benzene (DAIB)/I(,2) to give the fragmentation products or undergo intramolecular cyclization on olefinic side chains to give cyclic ethers. These reactions are useful synthetically for the preparation of highly functionalized acyclic intermediates and cyclic ether (Schemes A and B).iv, 141 leaves : ill.application/pdfengผลงานนี้เป็นลิขสิทธิ์ของมหาวิทยาลัยมหิดล ขอสงวนไว้สำหรับเพื่อการศึกษาเท่านั้น ต้องอ้างอิงแหล่งที่มา ห้ามดัดแปลงเนื้อหา และห้ามนำไปใช้เพื่อการค้าRadicals (Chemistry)Ring formation (Chemistry)Radical initiated fragmentation and cyclization reactionsปฏิกิริยาการเปิดและปิดวงแหวนโดยเริ่มจากแรดิคัลMaster ThesisMahidol University