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

Autor: Saliba BM; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918., Khanal S; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918., O'Donnell MA; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918., Queenan KE; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918., Song J; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918., Gentile MR; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918., Mulcahy SP; Department of Chemistry and Biochemistry, Providence College, 1 Cunningham Square, Providence, RI 02918.
Jazyk: angličtina
Zdroj: Tetrahedron letters [Tetrahedron Lett] 2018 Dec 05; Vol. 59 (49), pp. 4311-4314. Date of Electronic Publication: 2018 Oct 25.
DOI: 10.1016/j.tetlet.2018.10.050
Abstrakt: 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.
Databáze: MEDLINE
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