Article ; Online: Helicene synthesis by Brønsted acid-catalyzed cycloaromatization in HFIP [(CF3)2CHOH]
Beilstein Journal of Organic Chemistry, Vol 17, Iss 1, Pp 396-
2021 Volume 403
Abstract: A facile synthesis of carbo- and heterohelicenes was achieved via tandem cycloaromatization of bisacetal precursors, which were readily prepared through C–C bond formation by Suzuki–Miyaura coupling. This cyclization was efficiently realized by a ... ...
Abstract | A facile synthesis of carbo- and heterohelicenes was achieved via tandem cycloaromatization of bisacetal precursors, which were readily prepared through C–C bond formation by Suzuki–Miyaura coupling. This cyclization was efficiently realized by a catalytic amount of trifluoromethanesulfonic acid (TfOH) in a cation-stabilizing solvent, 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), which readily allowed gram-scale syntheses of higher-order helicenes, double helical helicenes, and heterohelicenes. |
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Keywords | acid ; catalyst ; cyclization ; fluoroalcohol ; helicenes ; Science ; Q ; Organic chemistry ; QD241-441 |
Language | English |
Publishing date | 2021-02-01T00:00:00Z |
Publisher | Beilstein-Institut |
Document type | Article ; Online |
Database | BASE - Bielefeld Academic Search Engine (life sciences selection) |
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