β-Acylation of ethyl pyrrole-2-carboxylate by Friedel-Crafts acylation: Scope and limitations (synthetic studies on indoles and related compounds. XXXVIII

DOI: 10.1248/cpb.44.48

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 48 - 54 (1996)

Update date:2022-08-03

Topics:

Authors:

Tani Tani

Ariyasu Ariyasu

Nishiyama

Hagiwara

Watanabe

Yokoyama

Murakami

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Article abstract of DOI:10.1248/cpb.44.48

The Friedel-Crafts acylation of ethyl pyrrole-2-carboxylate (3) was studied under several conditions using various Lewis acids and acyl chlorides. The acylation with various acyl chlorides in the presence of aluminum chloride gave exclusively ethyl 4-acylpyrrole-2-carboxylate (5), whereas weaker Lewis acids such as zinc chloride and boron trifluoride etherate gave a mixture of ethyl 4- and 5-acylpyrrole-2-carboxylates.

Full text of DOI:10.1248/cpb.44.48

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