Application of the intramolecular Diels–Alder vinylarene (IMDAV) reaction for the synthesis of benzo-, carbocyclo-, thienothiopheneisoindolecarboxylic acids and its limitations

Author:

Yakovleva Elizaveta D.1ORCID,Shelukho Evgeniya R.1ORCID,Nadirova Maryana A.1,Erokhin Pavel P.1,Simakova Daria N.1,Khrustalev Victor N.12ORCID,Grigoriev Mikhail S.3,Novikov Anton P.13ORCID,Romanycheva Anna A.4,Shetnev Anton A.5,Bychkova Olga P.6,Trenin Alexey S.6,Zubkov Fedor I.1ORCID,Zaytsev Vladimir P.1ORCID

Affiliation:

1. RUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russian Federation

2. Zelinsky Institute of Organic Chemistry of RAS, 47 Leninsky Prospect, 119991 Moscow, Russian Federation

3. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr. 31, bldg. 4, 119071, Moscow, Russian Federation

4. Pharmaceutical Technology Transfer Center, Yaroslavl State Pedagogical University Named After K. D. Ushinsky, 108/1 Republican St., 150000, Yaroslavl, Russian Federation

5. Moscow Institute of Physics and Technology, 1 “A” Kerchenskaya st., 117303 Moscow, Russian Federation

6. Gause Institute of New Antibiotics, 11 B. Pirogovskaya Street, 119021 Moscow, Russian Federation

Abstract

A concise preparative IMDAV strategy for the synthesis of benzo-, carbocyclo-, and thienothiopheneisoindolecarboxylic acids, which display antifungal and antibacterial activity, starting from readily available materials is proposed.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

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