Modular Synthesis of Tetrasubstituted Pyrroles through a Four-Component Cyclization Strategy Using Ammonium Salt as the Nitrogen Source

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(3), P. 1533 - 1544

Published: Jan. 19, 2023

A four-component synthesis of tetrasubstituted pyrroles was developed under metal-free conditions. The pyrrole ring formed in one pot through [2 + 1 1] condensation using ammonium salt as the nitrogen source. In this strategy, 1,4-naphthoquinones and maleimides were used versatile C2 fragments to provide substituted benzo[f]isoindole-4,9-diones pyrrolo[3,4-c]pyrrole-1,3-diones, respectively. This work is highlighted by source, readily available starting materials multibond formation (two C–C two C–N bonds) a single operation.

Language: Английский

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New Avenues for the Synthesis of Oxa‐Cycles Using Lewis/Brønsted Acid mediated Carboxygenation and Carboalkoxylation of Alkynes

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(19)

Published: April 16, 2024

Abstract The cascade functionalizations of alkynes have provided many elegant methods for the synthesis useful scaffolds. Amongst these functionalizations, ones comprising C−C and C−O bond formation been utilized extensively due to abundant presence oxygenated motifs in various bio‐active natural as well unnatural products. Transition‐metal catalysis is a mainstay tandem they are very efficient. However, their utilization does typically involve stoichiometric additives like other metal salts and/or Lewis acids/Brønsted acids (LA/BA). Thus, approaches that rely solely on using LA/BA, make vital transformations not only eco‐friendly atom economical but also cost beneficial fast emerging complementary alternatives. present review addresses gap literature by summarizing recent developments LA/BA mediated 1,1/1,2‐carboxygenation carboalkoxylation oxa‐cycles. reaction mechanisms particularly emphasized bring out understanding needed from point future this domain.

Language: Английский

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Cascade radical cyclization on 3-propargyl-2-alkenyl indole gives stereoselective access to cyclohepta[b]indole over carbazole

Chemical Communications, Journal Year: 2023, Volume and Issue: 60(5), P. 538 - 541

Published: Nov. 27, 2023

Cascade radical cyclization on 3-propargyl-2-alkenyl indole gives stereoselective access to cyclohepta[ b ]indole over carbazole.

Language: Английский

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Synthesis of Multi-Substituted Pyrroles by Lewis Acid Promoted Cyclization Of N-Sulfonyl Vinylogous Carbamates and Amides

Published: Jan. 1, 2023

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Language: Английский

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Synthesis of 2,3-Disubstituted pyrroles by Lewis acid promoted cyclization of N-Sulfonyl vinylogous carbamates and amides

Tetrahedron Letters, Journal Year: 2023, Volume and Issue: 122, P. 154507 - 154507

Published: April 19, 2023

Language: Английский

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Five-membered ring systems: pyrroles and benzo analogs

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 199 - 250

Published: Jan. 1, 2023

Language: Английский

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