Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 30, Pages 10220-10224Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201904689
Keywords
cycloaddition; density-functional calculations; halogen bonding; heterocycles; noncovalent bonds
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Funding
- JSPS KAKENHI [JP19H02709, JP16H01004, JP18H04237, JP18H04660, 19K15553]
- Futaba Research Grant Program of the Futaba Foundation
- Grants-in-Aid for Scientific Research [19K15553] Funding Source: KAKEN
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Homo- and cross-[4+2] cycloadditions of 2-alkenylindoles, catalyzed by cationic halogen-bond donors, were developed. Under mild reaction conditions, 3-indolyl-substituted tetrahydrocarbazole derivatives were obtained in good to excellent yields. Experimental and quantum calculation studies revealed that the electrophilic activation of 2-alkenylindoles was achieved by C-I pi halogen bonds.
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