Journal
ORGANIC LETTERS
Volume 15, Issue 24, Pages 6306-6308Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol403191k
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- EPSRC
- Engineering and Physical Sciences Research Council [EP/K038869/1] Funding Source: researchfish
- EPSRC [EP/K038869/1] Funding Source: UKRI
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Indoles are converted into alpha-carbolines in four steps by acylation at C-3, Boc-protection, olefination of the resulting 3-indolylaldehydes or ketones to give N-Boc-3-indolyl alkenyl oxime O-methyl ethers, which upon heating to 240 degrees C under microwave irradiation undergo loss of the Boc-group, and 6 pi-electrocyclization to alpha-carbolines, following aromatization by loss of methanol (11 examples, 30-90% yield).
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