How does the presence of a benzylic alcohol group affect the C3-chlorination reaction of benzo[b]thiophene derivatives?

Label:chem

Topic
The presence of functional groups such as alcohols can influence the outcome of the C3-chlorination reaction.
Answer
The presence of a benzylic alcohol group leads to competing oxidation reactions at the heterobenzylic position, resulting in the formation of aldehydes or ketones. To avoid this, the alcohol group can be protected (e.g., with a TBDMS group), allowing for successful C3-chlorination.
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