Synthesis 2020; 52(23): 3640-3649
DOI: 10.1055/s-0040-1707348
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Pyrrolo[1,2-a]indoles via (3+2)-Annulations of (Aza)-para-Quinone Methides with Indoles

Xiang-Zhi Zhang
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Zong-Wang Qiu
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Gui-Hua Wen
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Ai-Jun Ma
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Peng-Jin Bao
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Ji-Yuan Du
b  College of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, Shandong 252059, P. R. of China
,
Xue-Tao Xu
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Na Feng
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
,
Bao Qiong Li
a  School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. of China   Email: wyuchemzxz@126.com   Email: libq201406@163.com
› Author Affiliations
Project of Young Innovative Talents in Colleges and Universities in Guangdong Province (2018KQNCX263), Jiangmen Program for Innovative Research Team (2018630100180019806), High-level Talent Research Start-up Project of Wuyi University (2018AL002, 2018AL003, 2018AL007), Jiangmen City Science and Technology Basic Research Project (2019030102140008921, 2019030102120008927), Science Foundation for Young Teachers of Wuyi University (NO 2019td02). The COVID-19 Epidemic Prevention and Control Project of Wuyi University (2020FKZX01), Department of Education of Guangdong Province (2019KTSCX184).
Further Information

Publication History

Received: 07 July 2020

Accepted after revision: 22 July 2020

Publication Date:
04 August 2020 (online)


Abstract

An efficient and straightforward Brønsted acid mediated (3+2)-annulation of (aza)-para-quinone methides, generated in situ from propargylic alcohols and indoles, has been developed involving 1,8-conjugate addition/5-endo annulation cascade. This protocol affords a mild and effective method for the construction of synthetically important and structurally interesting functionalized pyrrolo[1,2-a]indoles.

Supporting Information

 
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