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Parallel Strategies for the Synthesis of Annulated Pyrido[3,4-b]indoles via Rh(I)- and Pd(0)-Catalyzed Cyclotrimerization.

ABSTRACT: Two different pathways for the synthesis of annulated pyrido[3,4-b]indoles are reported using metal-catalyzed cyclotrimerization reactions. A stepwise process using Rh(I)-catalysis in the final step of the synthesis and a multicomponent, tandem catalytic approach using Pd(0)-catalysis both lead to complex nitrogen-containing heterocycles in good yields. Substituent effects are investigated for both pathways, demonstrating that the Pd(0)-catalyzed approach is more sensitive to electron- withdrawing groups.

SUBMITTER: Saliba BM

PROVIDER: S-EPMC6519955 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature

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Parallel Strategies for the Synthesis of Annulated Pyrido[3,4-b]indoles via Rh(I)- and Pd(0)-Catalyzed Cyclotrimerization.

Saliba Bianca M BM Khanal Satyam S O'Donnell Michael A MA Queenan Kathryn E KE Song Junho J Gentile Matthew R MR Mulcahy Seann P SP

Tetrahedron letters 20181025 49

Two different pathways for the synthesis of annulated pyrido[3,4-b]indoles are reported using metal-catalyzed cyclotrimerization reactions. A stepwise process using Rh(I)-catalysis in the final step of the synthesis and a multicomponent, tandem catalytic approach using Pd(0)-catalysis both lead to complex nitrogen-containing heterocycles in good yields. Substituent effects are investigated for both pathways, demonstrating that the Pd(0)-catalyzed approach is more sensitive to electron- wi ...[more]

PMID: 31105351

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