- PdI2-catalyzed regioselective cyclocarbonylation of 2-allyl phenols to dihydrocoumarins
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A simple, efficient, and regioselective synthesis of 3-methyl-3,4-dihydrocoumarins is reported. The reaction of 2-allyl phenols with synthesis gas was catalyzed by PdI2, and 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane (L1) and 1,3,5,7-tetramethyl-6-tetradecyl-2,4,8-trioxa-6-phosphaadamantane (L2) were effective as ligands, affording good product selectivity in all cases.
- Amzquita-Valencia, Manuel,Alper, Howard
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p. 5827 - 5829
(2015/01/08)
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- Fluorodecarboxylation, rearrangement and cyclisation: the influence of structure and environment on the reactions of carboxylic acids with xenon difluoride
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The reactions of structurally diverse carboxylic acids with XeF2 in both CH2Cl2/Pyrex and CH2Cl2/PTFE have been studied. Pyrex appears to be a very effective heterogeneous catalyst for an electrophilic mode of reaction of polarised XeF2, leading to rearrangement, cyclisation and cationic products. In CH2Cl2/PTFE, fluorodecarboxylation is the main mode of reaction, in accordance with previous studies, and may occur via a SET reaction of unpolarised XeF2.
- Ramsden, Christopher A.,Shaw, Maxine M.
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experimental part
p. 3321 - 3324
(2009/08/09)
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- Lactone formation by rhodium-catalyzed C-C bond cleavage of cyclobutanone
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As a coordinating ligand, the phenol group in appropriately substituted cyclobutanones facilitates the Rh1-catalyzed activation of the C-C bond between the carbonyl group and the α-carbon atom. This novel reaction leads, depending on the position of the phenol group on the cyclobutanone ring, to lactones of varying ring size (for example, as shown for a seven-membered-ring lactone).
- Murakami, Masahiro,Tsuruta, Takuo,Ito, Yoshihiko
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p. 2484 - 2486
(2007/10/03)
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