Acid‐Catalyzed Recyclization of Aroyl‐Containing Thieno[2,3‐ b ]Pyridin‐6( 5 H )‐Ones Into Substituted Thieno[2,3‐ b ]Pyrroles

Acid‐Catalyzed Recyclization of Aroyl‐Containing Thieno[2,3‐ b ]Pyridin‐6( 5 H )‐Ones Into Substituted Thieno[2,3‐ b ]Pyrroles Full article

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193

Output data

Year: 2026, DOI: 10.1002/jhet.70225

Authors

Zholtovskaya Anna A. ^1,2 , Samigullina Aida I. ¹ , Lichitsky Boris V. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences Moscow Russian Federation
2	Mendeleev University of Chemical Technology of Russia Moscow Russian Federation

In the present communication a novel method for the synthesis of thieno[2,3-b]pyrrole derivatives was developed. The considered approach is based on a previously undescribed recyclization of thieno[2,3-b]pyridin-6(5H)-ones bearing aroyl fragment under the action of p-toluenesulfonic acid in alcoholic media. The elaborated general protocol allowed us to obtain a set of 22 target esters of (thieno[2,3-b]pyrrol-4-yl)acetic acids with yields up to 84%. Readily accessible starting materials, mild reaction conditions, atom economy, and convenient isolation of the final products without chromatographic purification are the advantages of the presented procedure. The structure of one of the prepared thieno[2,3-b]pyrroles was proved by X-ray diffraction.

Zholtovskaya A.A. , Samigullina A.I. , Lichitsky B.V.
Acid‐Catalyzed Recyclization of Aroyl‐Containing Thieno[2,3‐ b ]Pyridin‐6( 5 H )‐Ones Into Substituted Thieno[2,3‐ b ]Pyrroles
Journal of Heterocyclic Chemistry. 2026. DOI: 10.1002/jhet.70225 WOS Scopus OpenAlex

Submitted:	Jun 17, 2026
Accepted:	Jul 15, 2026
Published print:	Jul 23, 2026

≡ Web of science:	WOS:001828945500001
≡ Scopus:	2-s2.0-105045416203
≡ OpenAlex:	W7170492608