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Chemodivergent Synthesis of Benzofurans and 2,3âDihydrobenzofurans via Tandem Oxidative Annulation of Enaminones and Salicylaldehydes.
- Source :
- Chinese Journal of Chemistry; Aug2024, Vol. 42 Issue 15, p1727-1733, 7p
- Publication Year :
- 2024
-
Abstract
- Comprehensive Summary: Chemodivergent synthesis of benzofurans and 2,3âdihydrobenzofurans has been realized. Under a reaction system consisting of DBDMH and K2CO3 as promotors, controlled conditions enabled the formation of two sets of valuable heterocycles from the tandem transformation of enaminones and salicylaldehydes. The key to success was the identification of the reaction parameters, in which the imine intermediate which was formed by transient halogenation coupling and substitution processes underwent either aldol condensation/annulation or imine hydrolysis/aldol condensation. The additives NH4Cl or Fe2(SO4)3 controlled the unique selectivity of this reaction. A broad substrate scope of enaminones and salicylaldehydes has been employed in this reaction, demonstrating excellent functional group tolerance and versatility. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 1001604X
- Volume :
- 42
- Issue :
- 15
- Database :
- Complementary Index
- Journal :
- Chinese Journal of Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 178179149
- Full Text :
- https://doi.org/10.1002/cjoc.202400082