76727-26-9Relevant academic research and scientific papers
Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes
Hao, Hong-Yan,Mao, Yang-Jie,Xu, Zhen-Yuan,Lou, Shao-Jie,Xu, Dan-Qian
supporting information, p. 2396 - 2402 (2020/03/13)
Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter-and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo-and regioselectivity.
Reactions of Co-ordinated Ligands. Part 10. Rhodium-catalysed Cyclisation of 3-(2-Fluorophenyl)propanols to Chromans
Houghton, Roy P.,Voyle, Martyn,Price, Raymond
, p. 925 - 931 (2007/10/02)
The cyclisation of several 3-(2-fluorophenyl)-propanols to the corresponding chroman occurs in nitromethane-acetone solution at 80 deg C when either the hexafluorophosphate (3) or tetrafluoroborate salt (4) of the (η5-ethyltetramethylcyclopentadienyl)(η6-benzene)rhodium(III) cation is used as a catalyst; the former salt is the more effective catalyst.The cyclisation is believed to involve the activation of the aryl fluoride (towards intramolecular nucleophilic substitution by the hydroxy group) by the formation of a metal complex in which the aryl fluoride is ?-bonded with the metal cation.It is suggested that the arene-exchange reaction which gives this ?-bonded complex proceeds faster with the salt (3) than with the salt (4), and that this is the main factor for the greater efficiency of the former salt as a cyclisation catalyst.
