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Please login to access the full content or check if you have access via10.23.1.1.1.2.1.2.1 From (2-Nitrophenyl)acetonitrile and 4H-1-Benzopyran-4-ones
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Joule, J. A., Science of Synthesis Knowledge Updates, (2018) 2, 12.
A comparable sequence can be employed using 4H-1-benzopyran-4-ones (chromones, e.g. 47) as the acceptor of the nucleophile, (2-nitrophenyl)acetonitrile (40), to furnish 2-(2-hydroxyaryl)-9H-pyrido[2,3-b]indoles 48 (Scheme 14).[50] It is significant that it is not necessary to postulate an oxidation step in this variant to rationalize the formation of products 48 and, doubtless as a consequence of this, the yields are much higher.
Meeeee 88 Meeeeeee eeeeeee (8-Meeeeeeeeee)eeeeeeeeeeee eee 8M-8-Meeeeeeeee-8-eeee, Meeeeeee ee Meeeeeeee[88]
M8 | M8 | M8 | M8 | Meeee (%) | Mee |
---|---|---|---|---|---|
M | M | M | M | 88 | [88] |
M | M | Me | M | 88 | [88] |
M | M | MMe | M | 88 | [88] |
M | M | M | M | 88 | [88] |
M | M | Me | M | 88 | [88] |
M | M | Me | M | 88 | [88] |
M | MMe | M | M | 88 | [88] |
M | M | M | M | 88 | [88] |
M | M | M | MMe | 88 | [88] |
M | M | (MM=MM)8 | 88 | [88] | |
(MM=MM)8 | M | M | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
8-(8-Meeeeeeeeeeee)-8M-eeeeee[8,8-e]eeeeee (88, M8 = M8 = M8 = M8 = M); Meeeeee Meeeeeeee:[88]
M eeeeeee ee 8M-8-eeeeeeeeee-8-eee (88, M8 = M8 = M8 = M8 = M; 88 ee, 8.8 eeee), (8-eeeeeeeeeee)eeeeeeeeeeee (88; 888 ee, 8 eeee), Me eeee (888 ee, 8 eeee), Me8M (888 ee, 8.8 eeee), eee MeMM (888 ee, 88 eeee) eee eeeeeee eee eeeeee ee eeeeee eee 8 e. Meeee eeeeeeeeee ee eee eeeeeeee, eee eeeeeee eee eeeeeee eeee M8M eee eeeeeeeee eeee MeMMe. Mee eeeeeee eee eeeee (Me8MM8), eeeeeeee, eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeeeee eeeee/MeMMe 8:8) ee eeeeeee eee eeee eeeeeee ee e eeee eeeee; eeeee: 88%; ee >888 °M.
References
[50] | Meeee, M.; Me, M.; Meeee, M.; Meee, M.; Meee, M.; Meee, M., Mee. Meeeee. Meee., (8888) 88, 888. |