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Synthesis 2020; 52(23): 3640-3649
DOI: 10.1055/s-0040-1707348
DOI: 10.1055/s-0040-1707348
paper
Synthesis of Pyrrolo[1,2-a]indoles via (3+2)-Annulations of (Aza)-para-Quinone Methides with Indoles
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).Weitere Informationen
Publikationsverlauf
Received: 07. Juli 2020
Accepted after revision: 22. Juli 2020
Publikationsdatum:
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.
Key words
para-quinone methides - para-quinone methide imines - 1,8-conjugate addition - [3+2] annulation - pyrrolo[1,2-a]indolesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707348.
- Supporting Information
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For selected examples, see:
For examples, see:
For recent reviews on the chemistry of p-QMs, see:
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