Alcohols controlled selective radical cyclization of 1,6-dienes under mild conditions

An efficient procedure for the selective preparation of hydroxy-, carbonyl- and acetal-containing 2-pyrrolidinones has been developed through radical cyclization of 1,6-dienes under catalyst-free conditions by employing commercially available tert-butyl peroxybenzoate (TBPB) as the oxidant. [Display...

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Bibliographic Details
Published in:Chinese chemical letters 2020-12, Vol.31 (12), p.3267-3270
Main Authors: Qin, Fu-Hua, Huang, Xun-Jie, Liu, Yi, Liang, Hongze, Li, Qiang, Cao, Zhong, Wei, Wen-Ting, He, Wei-Min
Format: Article
Language:English
Subjects:
Alcohol
Cyclization
Green chemistry
Metal free
Pyrrolidinone
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Summary:An efficient procedure for the selective preparation of hydroxy-, carbonyl- and acetal-containing 2-pyrrolidinones has been developed through radical cyclization of 1,6-dienes under catalyst-free conditions by employing commercially available tert-butyl peroxybenzoate (TBPB) as the oxidant. [Display omitted] An efficient procedure for the selective preparation of hydroxy-, carbonyl- and acetal-containing 2-pyrrolidinones has been developed through radical cyclization of 1,6-dienes initiated by α-C(sp3)–H functionalization of alcohols. This protocol could be conducted at catalyst-free conditions at relatively low temperature (80 °C) by employing commercially available tert-butyl peroxybenzoate (TBPB) as the oxidant.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2020.04.042