Studies on Sigmatropic Rearrangements: Thermal Rearrangement of 3-(meta-Substituted Aryloxymethyl) Coumarins

DOI: 10.1007/BF00807595

Source and publish data:

Monatshefte fur Chemie p. 641 - 650 (1997)

Update date:2022-07-30

Topics:

Authors:

Majumdar

Jana Jana

Ghosh Ghosh

Saha Saha

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Article abstract of DOI:10.1007/BF00807595

At elevated temperatures, the 3-(meta-substituted aryloxymethyl) coumarins 3a-e and 3g-k undergo sigmatropic rearrangements to give the hydroxylated 3-benzylcoumarins 4a-e and 4g-k. Upon methylation and subsequent oxidation with N-bromo succinimide, the 3-(chlorosubstituted benzyl) coumarins 4a, 4m and 4n afford 3-(chlorosubstituted benzoyl) coumarins 8a, 8m, and 8n.

Full text of DOI:10.1007/BF00807595

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