Citation: Hu Huayou, Li Guodong, Gu Ning, Ji Min. Synthesis of 3-Unsubstituted Indolizines from Electron Deficient Alkenes under Transition Metal Free Conditions[J]. Chinese Journal of Organic Chemistry, ;2016, 36(2): 330-335. doi: 10.6023/cjoc201509044 shu

Synthesis of 3-Unsubstituted Indolizines from Electron Deficient Alkenes under Transition Metal Free Conditions

Hu Huayou ^a,b ,
Li Guodong ^b ,
Gu Ning ^a ,
Ji Min ^a

1.
a School of Biological Science and Medical Engineering, Southeast University, Nanjing 210096;
2.
b School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huaian 223300

Received Date: 30 September 2015
Available Online: 26 October 2015
Fund Project: 国家自然科学基金(No. 21202058) (No. 21202058)江苏省高校重大(No. 13KJA150001) (No. 13KJA150001)中国博士后基金(Nos. 2012M511645, 2013T60483)资助项目 (Nos. 2012M511645, 2013T60483)

3-Unsubstituted indolizine not only exhibits a variety of important biological activities, but also is a kind of important intermediate in organic synthesis. A transition metal free method for synthesizing 3-unsubstituted indolizines from pyridines, 2-chloroacetic acid and electron deficient alkenes has been invented in this paper. The designed products were obtained via oxidative dehydrogenation and decarboxylation reactions, and 2,2,6,6-tetramthyl-1-piperidinyloxy (TEMPO) was used as an oxidant. This method featured simple procedure, easy available starting materials and transition metal free conditions.
- indolizine,
- 2,2,6,6-tetramthyl-1-piperidinyloxy,
- 1,3-dipolar cycloaddition,
- transition metal free reaction,
- dehydroaromatization
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