解聚：通过自由基低聚反应从不饱和酰胺制备内酰胺的新途径。

Deoligomerization: a new route to lactams from unsaturated amides via radical oligomerization.

作者信息

Liu Li, Wang Xing, Li Chaozhong

机构信息

Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P R China.

出版信息

Org Lett. 2003 Feb 6;5(3):361-3. doi: 10.1021/ol027428i.

DOI:10.1021/ol027428i

PMID:12556192

Abstract

[reaction: see text] Triethylborane-initiated atom transfer radical oligomerization of N-allyl or N-(3-butenyl)iodoacetamides followed by treatment with hydrochloric acid and subsequent neutralization with K(2)CO(3) led to the formation of the corresponding 5-hydroxyl-substituted delta-lactams or caprolactams, respectively. This oligomerization-deoligomerization sequence serves as an alternative to the corresponding intramolecular cyclization reactions.

摘要

[反应：见正文] 三乙基硼引发的N-烯丙基或N-(3-丁烯基)碘乙酰胺的原子转移自由基低聚反应，随后用盐酸处理并接着用碳酸钾中和，分别导致形成相应的5-羟基取代的δ-内酰胺或己内酰胺。这种低聚-解聚序列可作为相应分子内环化反应的替代方法。