1402930-55-5Relevant articles and documents
Synthesis of 6 H -dibenzo[ b, d ]pyran-6-one derivatives via coumarin-fused cyclohexa-1,3-diene intermediates
Chen, Chao-Yue,Zhao, Yong-Sheng,Xiang, Chang-Bing,Huang, Zhi-Zhen
scheme or table, p. 2385 - 2395 (2012/09/07)
In the presence of trifluoroacetic acid and methanesulfonic acid (MSA), a series of monohydric and polyhydric phenols readily undergo a domino Pechmann-dehydration reaction with various 4-hydroxy-6-oxocyclohexane-1,3- dicarboxylates to give 7,8-dihydro-6H-dibenzo[b,d]pyran-6-ones. Subsequent dehydrogenation of the 7,8-dihydro-6H-dibenzo[b,d]pyran-6-ones was performed expediently with DBU/BrCCl3 to give various 6H-dibenzo[b,d]pyran-6- one derivatives. This strategy has the advantages of inexpensive and easily available raw materials, metal-free procedure, mild reaction conditions, good compatibility with various functional groups, and satisfactory yields. Georg Thieme Verlag Stuttgart · New York.