1. Brønsted acid catalyzed (4 + 2) cyclocondensation of 3-substituted indoles with donor–acceptor cyclopropanes
- Author
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Ministerio de Economía y Competitividad (España), Ministerio de Ciencia, Innovación y Universidades (España), Agencia Estatal de Investigación (España), Gobierno de Aragón, Eusko Jaurlaritza, European Commission, Ortega, Alesandere, Uria, Uxue, Tejero, Tomás, Prieto, Liher, Reyes, Efraim, Merino, Pedro, Vicario, Jose L., Ministerio de Economía y Competitividad (España), Ministerio de Ciencia, Innovación y Universidades (España), Agencia Estatal de Investigación (España), Gobierno de Aragón, Eusko Jaurlaritza, European Commission, Ortega, Alesandere, Uria, Uxue, Tejero, Tomás, Prieto, Liher, Reyes, Efraim, Merino, Pedro, and Vicario, Jose L.
- Abstract
Acylcyclopropanes are employed as useful donor–acceptor cyclopropanes that undergo formal (4 + 2) cyclocondensation with N-unprotected 3-substituted indoles in the presence of a Brønsted acid catalyst. The reaction involves the simultaneous alkylation of both the N and C-2 positions of the indole and provides access to the 8,9-dihydropyrido[1,2-a]indole scaffold that is the central core of several biologically relevant indole alkaloids in excellent yields and good selectivities.
- Published
- 2021