Journal
SYNLETT
Volume 28, Issue 16, Pages 2189-2193Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588461
Keywords
carbazoles; indoles; naphthalenes; dehydro-Diels-Alder reaction; intramolecular Diels-Alder reaction; chemoselectivity
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Funding
- JSPS KAKENHI [26410120]
- Grants-in-Aid for Scientific Research [26410120] Funding Source: KAKEN
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The intramolecular dehydro-Diels-Alder reaction of 1-indolyl-1,6-heptadiynes proceeds smoothly under rather mild heating conditions to give substituted carbazoles in moderate to good yields. The reaction of 7-aryl-1-indolyl-1,6-heptadiynes under heating gives the corresponding carbazoles chemoselectively in high yields, whereas the reaction under basic conditions gives naphthalenes as major products.
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