Beilstein J. Org. Chem.2018,14, 1120–1180, doi:10.3762/bjoc.14.98
, Erzurum, Turkey 10.3762/bjoc.14.98 Abstract This review focuses on the chemistry of benzo-annulated tropones and tropolones reported since the beginning of the 20th century, which are currently used as tools by the synthetic and biological communities.
Keywords: benzotropolone; benzotropone
, McMahon's group reiterated the same protocol in their work on achieving the rearrangement of naphthylcarbene [78].
Rennhard’s group reported the formation of 2,3-benzotropone (12) from benzotropolone 176 (Scheme 32) [141][142]. After the etherification of benzotropolone 174 using isobutanol in the presence
with methoxyacetone in the presence of NaOH and then cleavage of the methyl ether 243 by strong acid afforded 2-hydroxy-4,5-benzotropone (238). Turner’s group reported a new method for the synthesis of 4,5-benzotropolone (238) via the cycloaddition of dichloroketene (generated in situ from
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Graphical Abstract
Scheme 1:
Tropone (1), tropolone (2) and their resonance structures.