The Synthesis of Multifunctionalized 1,3-Oxazin-4-ones from Donor–Acceptor Cyclopropanes

详细信息    查看全文

• 作者：Robert J. Smith ; Daniel A. Mills ; Duong Nhu ; Eng Wui Tan ; Nigel T. Lucas ; Bill C. Hawkins
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：March 4, 2016
• 年：2016
• 卷：81
• 期：5
• 页码：2099-2105
• 全文大小：367K
• ISSN：1520-6904

文摘

A series of electronically diverse imines were found to readily react with various donor–acceptor cyclopropyl acid chlorides, with complete regioselectivity, to form 1,3-oxazin-4-ones in moderate yields (25–48% over two steps). Select oxazinones underwent a base induced rearrangement to afford the corresponding cycloheptene-fused oxazinones in good yields (up to 70%).