Tetrahedron Letters p. 4995 - 4998 (1998)
Update date:2022-09-26
Topics:
Kalinin, Alexey V.
Da Silva, Alcides J. M.
Lopes, Claudio C.
Lopes, Rosangela S. C.
Snieckus, Victor
A new carbamoyl Baker-Venkataraman rearrangement (4) which allows a general synthesis of substituted 4-hydroxycoumarins 8 in 43-82% overall yields is described; the intermediate arylketones 6 are efficiently prepared (59-91% yields) via a Directed ortho Metalation - Negishi cross coupling protocol from arylcarbamates 5 and the overall sequence provides a regiospecific anionic Friedel-Crafts complement for the construction of ortho-acyl phenols and coumarins.
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Doi:10.1016/j.bmc.2011.03.026
(2011)Doi:10.1021/jo050477z
(2005)Doi:10.1021/ma035285p
(2003)Doi:10.1039/a806062b
(1998)Doi:10.1016/S0022-328X(98)00866-3
(1998)Doi:10.1039/c9ob00419j
(2019)
