Metal-Free Synthesis of Indolopyrans and 2,3-Dihydrofurans Based on Tandem Oxidative Cycloaddition
- Title
- Metal-Free Synthesis of Indolopyrans and 2,3-Dihydrofurans Based on Tandem Oxidative Cycloaddition
- Author
- 신승훈
- Keywords
- PICTET-SPENGLER REACTIONS; SP(3) C-H; INDOLE SYNTHESIS; IODINE(III) REAGENTS; AMINATION; EFFICIENT; FUNCTIONALIZATION; BONDS; TETRAHYDROISOQUINOLINES; ALKYLATION
- Issue Date
- 2020-07
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v. 22, no. 14, page. 5528-5534
- Abstract
- The synthesis of versatile scaffold indolopyrans based on C-C radical-radical cross-coupling under metal-free conditions is described. The reaction involving single electron transfer between coupling partners followed by cage collapse allows highly selective cross-coupling while employing only equimolar amounts of coupling partners. Moreover, the mechanistic manifold was expanded for the functionalization of enamines to give the stereoselective synthesis of 2,3-dihydrofurans. This iodine-mediated oxidative coupling features mild conditions and fast reaction kinetics.
- URI
- https://pubs.acs.org/doi/10.1021/acs.orglett.0c01896https://repository.hanyang.ac.kr/handle/20.500.11754/169313
- ISSN
- 1523-7060; 1523-7052
- DOI
- 10.1021/acs.orglett.0c01896
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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