期刊
SYNLETT
卷 25, 期 11, 页码 1591-1595出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339134
关键词
oxidative cleavage; chalcone epoxides; iodine; alpha,alpha-dimethoxyacetophenones; acetals; alpha-ketoaldehydes
资金
- UGC-SAP
An unusual reaction of chalcone epoxides is observed where chalcone epoxides on heating with iodine in methanol leads to alpha,alpha-dimethoxyacetophenones, through C-C bond cleavage followed by acetalization of the formyl group. The process occurs through ring opening of the chalcone epoxide by methanol to form beta-methoxy alcohol, cleavage of the C-C bond in the latter to form alpha-ketoaldehyde, and acetalization of the formyl group to give the product. The protocol provides direct access to alpha,alpha-dimethoxyacetophenones from chalcone epoxides.
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