期刊
ORGANIC LETTERS
卷 3, 期 7, 页码 1081-1084出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol0156897
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资金
- NIGMS NIH HHS [GM 28273] Funding Source: Medline
[GRAPHICS] A new strategy for the synthesis of substituted azulenes is reported, based on the reaction of beta'-bromo-alpha -diazo ketones with rhodium carboxylates, The key transformation involves intramolecular addition of a rhodium carbenoid to an arene pi -bond, electrocyclic ring opening, beta -elimination, tautomerization, and trapping to produce 1-hydroxyazulene derivatives, The synthetic utility of the method is enhanced by the ability of the triflate derivatives to participate in Suzuki coupling reactions, as illustrated in a synthesis of the antiulcer drug egualen sodium (KT1-32).
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