Photocatalytic Decarboxylative [2 + 2 + <i>m</i>] Cyclization of 1,7-Enynes Mediated by Tricyclohexylphosphine and Potassium Iodide
作者:Hui-Yuan Liu、Yuan Lu、Yang Li、Jin-Heng Li
DOI:10.1021/acs.orglett.0c03182
日期:2020.11.20
photocatalytic decarboxylative [2 + 2 + m] cyclization of 1,7-enynes with alkyl N-hydroxyphthalimide (NHP) esters, using tricyclohexylphosphine and potassium iodide as redox catalysts, is reported for the construction of functional polycyclic compounds. This protocol tolerates primary, secondary, and tertiary alkyl NHP esters through a single reaction via decarbonylation, radical addition, C–H functionalization
据报道,使用三环己基膦和碘化钾作为氧化还原催化剂,用烷基N-羟基邻苯二甲酰亚胺(NHP)酯进行的1,7-烯炔的新型光催化脱羧[2 + 2 + m ]环化反应。该方案通过脱羰,自由基加成,CH-H官能化和在温和条件下环化的单一反应,可以耐受伯,仲和叔烷基NHP酯。
Metal-Free Annulation Cascades of 1,7-Enynes Using Di-<i>tert</i>
-butyl Peroxide as the Methyl Source towards the Synthesis of Polyheterocyclic Scaffolds
作者:Fang-Lin Tan、Ming Hu、Ren-Jie Song、Jin-Heng Li
DOI:10.1002/adsc.201700699
日期:2017.10.25
construct methylated polyheterocyclic scaffold skeletons is described. In this transformation, three new C–C bonds and two new rings are formed. Notably, di-tert-butyl peroxide (DTBP) acts not only as a radical initiator but also as an efficient methyl source.
Metal-Free Radical [2+2+1] Carbocyclization of Benzene-Linked 1,<i>n</i>-Enynes: Dual C(sp<sup>3</sup>)H Functionalization Adjacent to a Heteroatom
作者:Ming Hu、Jian-Hong Fan、Yu Liu、Xuan-Hui Ouyang、Ren-Jie Song、Jin-Heng Li
DOI:10.1002/anie.201504603
日期:2015.8.10
A new metal‐free oxidative radical [2+2+1] carbocyclization of benzene‐linked 1,n‐enynes with two C(sp3)H bonds adjacent to the same heteroatom is described. This method achieves two C(sp3)H oxidative functionalizations and an annulation, thus providing efficient and general access to a variety of fused five‐membered carbocyclic hydrocarbons.
An efficient palladium-catalyzed dearomatizing [2+2+1] carbocyclization of 1,7-enynes with iodophenols has been developed. A type of tetracyclicscaffold was built in this reaction, exhibiting a broad substrate scope with moderate to excellent yields. More importantly, this method provides a potential strategy for the synthesis of tetracyclic skeleton natural products.
Cobalt‐Catalyzed Enantioselective Hydroboration/Cyclization of 1,7‐Enynes: Asymmetric Synthesis of Chiral Quinolinones Containing Quaternary Stereogenic Centers
作者:Caizhi Wu、Jiayu Liao、Shaozhong Ge
DOI:10.1002/anie.201903377
日期:2019.6.24
An asymmetric cobalt‐catalyzed hydroboration/cyclization of 1,7‐enynes to synthesize chiral six‐membered N‐heterocyclic compounds was developed. A variety of aniline‐tethered 1,7‐enynes react with pinacolborane to afford the corresponding chiral boryl‐functionalized quinoline derivatives in high yields with high enantioselectivity. This cobalt‐catalyzed asymmetric cyclization of 1,7‐enyens provides