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42
-
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33751556078
-
-
note
-
Different amounts of the starting material were always observed at the end of the photo-Fries rearrangement. An increase of the reaction times gave degradation of the starting material without increasing the formation of the acetophenone. The yields reported (average 45-60%) are calculated without considering the recovery of the starting material that would push yields to an average of 65-80%.
-
-
-
-
43
-
-
33751570789
-
-
note
-
Use of other coupling agents such as EDC, PyBOP, or DMTMM gave poor conversion into the required amides.
-
-
-
-
44
-
-
33751557180
-
-
Daga, M. C.; Taddei, M.; Varchi, G. Tetrahedron Lett. 2001, 42, 5091.
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Daga, M.C.1
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Varchi, G.3
-
45
-
-
33751557344
-
-
note
-
This reaction was carried out inside a Discover monomode MW system from CEM. During the preparation of products 39 and 43, the formation of 10% of the corresponding 1,4-benzodiazepan-2-one was observed.
-
-
-
-
46
-
-
33751567602
-
-
note
-
When aminophenone 27 (as an oil), kept in a glass flask at room temperature for a long time (1 month), was used in the coupling with alanine to give amidophenone 31, we noticed the formation of a mixture of diastereoisomers (approximately 3:1), suggesting that 27 racemizes on standing.
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