Tags

Type your tag names separated by a space and hit enter

Rapid access to spirocyclized indolenines via palladium-catalyzed cascade reactions of tryptamine derivatives and propargyl carbonate.
Org Lett. 2014 Jul 03; 16(13):3480-3.OL

Abstract

We report the intermolecular palladium-catalyzed reaction of tert-butyl propargyl carbonate with tryptamine derivatives or other indole-containing bis-nucleophiles. The reaction proceeds under mild conditions and with low catalyst loadings to afford novel spiroindolenine products in good to high yields.

Links

PMC Free PDF

Authors+Show Affiliations

Montgomery TD
Department of Chemistry, The University of Chicago , 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
Nibbs AE
No affiliation info available
Zhu Y
No affiliation info available
Rawal VH
No affiliation info available

MeSH

AlkynesCarbonatesCatalysisCombinatorial Chemistry TechniquesIndolesMolecular StructurePalladiumSpiro CompoundsStereoisomerismTryptamines

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural

Language

eng

PubMed ID

24964382

Citation

Montgomery, Thomas D., et al. "Rapid Access to Spirocyclized Indolenines Via Palladium-catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate." Organic Letters, vol. 16, no. 13, 2014, pp. 3480-3.
Montgomery TD, Nibbs AE, Zhu Y, et al. Rapid access to spirocyclized indolenines via palladium-catalyzed cascade reactions of tryptamine derivatives and propargyl carbonate. Org Lett. 2014;16(13):3480-3.
Montgomery, T. D., Nibbs, A. E., Zhu, Y., & Rawal, V. H. (2014). Rapid access to spirocyclized indolenines via palladium-catalyzed cascade reactions of tryptamine derivatives and propargyl carbonate. Organic Letters, 16(13), 3480-3. https://doi.org/10.1021/ol501409a
Montgomery TD, et al. Rapid Access to Spirocyclized Indolenines Via Palladium-catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate. Org Lett. 2014 Jul 3;16(13):3480-3. PubMed PMID: 24964382.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rapid access to spirocyclized indolenines via palladium-catalyzed cascade reactions of tryptamine derivatives and propargyl carbonate. AU - Montgomery,Thomas D, AU - Nibbs,Antoinette E, AU - Zhu,Ye, AU - Rawal,Viresh H, Y1 - 2014/06/25/ PY - 2014/6/26/entrez PY - 2014/6/26/pubmed PY - 2014/9/3/medline SP - 3480 EP - 3 JF - Organic letters JO - Org Lett VL - 16 IS - 13 N2 - We report the intermolecular palladium-catalyzed reaction of tert-butyl propargyl carbonate with tryptamine derivatives or other indole-containing bis-nucleophiles. The reaction proceeds under mild conditions and with low catalyst loadings to afford novel spiroindolenine products in good to high yields. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/24964382/Rapid_access_to_spirocyclized_indolenines_via_palladium_catalyzed_cascade_reactions_of_tryptamine_derivatives_and_propargyl_carbonate_ DB - PRIME DP - Unbound Medicine ER -