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Palladium-catalyzed regioselective [3 + 2] annulation of internal alkynes and iodo-pyranoquinolines with concomitant ring opening.
Org Lett. 2012 Oct 19; 14(20):5184-7.OL

Abstract

A regioselective tandem synthesis of highly functionalized pyrrolo[1,2-a]quinolines has been developed through a novel strategy by palladium-catalyzed [3 + 2] annulation of iodo-pyranoquinolines and internal alkynes with subsequent ring opening. Pyranoquinoline with n-alkyl substitution at the 3-position leads to the formation of pyrrolo-acridones via [3 + 2] annulations/ring opening and successive intramolecular cross-aldol condensation.

Authors+Show Affiliations

Department of Chemistry, University of Delhi, Delhi, 110007, India.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23020191

Citation

Aggarwal, Trapti, et al. "Palladium-catalyzed Regioselective [3 + 2] Annulation of Internal Alkynes and Iodo-pyranoquinolines With Concomitant Ring Opening." Organic Letters, vol. 14, no. 20, 2012, pp. 5184-7.
Aggarwal T, Jha RR, Tiwari RK, et al. Palladium-catalyzed regioselective [3 + 2] annulation of internal alkynes and iodo-pyranoquinolines with concomitant ring opening. Org Lett. 2012;14(20):5184-7.
Aggarwal, T., Jha, R. R., Tiwari, R. K., Kumar, S., Kotla, S. K., Kumar, S., & Verma, A. K. (2012). Palladium-catalyzed regioselective [3 + 2] annulation of internal alkynes and iodo-pyranoquinolines with concomitant ring opening. Organic Letters, 14(20), 5184-7. https://doi.org/10.1021/ol3022935
Aggarwal T, et al. Palladium-catalyzed Regioselective [3 + 2] Annulation of Internal Alkynes and Iodo-pyranoquinolines With Concomitant Ring Opening. Org Lett. 2012 Oct 19;14(20):5184-7. PubMed PMID: 23020191.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed regioselective [3 + 2] annulation of internal alkynes and iodo-pyranoquinolines with concomitant ring opening. AU - Aggarwal,Trapti, AU - Jha,Rajeev R, AU - Tiwari,Rakesh K, AU - Kumar,Sonu, AU - Kotla,Siva K Reddy, AU - Kumar,Sushil, AU - Verma,Akhilesh K, Y1 - 2012/09/28/ PY - 2012/10/2/entrez PY - 2012/10/2/pubmed PY - 2013/8/22/medline SP - 5184 EP - 7 JF - Organic letters JO - Org Lett VL - 14 IS - 20 N2 - A regioselective tandem synthesis of highly functionalized pyrrolo[1,2-a]quinolines has been developed through a novel strategy by palladium-catalyzed [3 + 2] annulation of iodo-pyranoquinolines and internal alkynes with subsequent ring opening. Pyranoquinoline with n-alkyl substitution at the 3-position leads to the formation of pyrrolo-acridones via [3 + 2] annulations/ring opening and successive intramolecular cross-aldol condensation. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/23020191/Palladium_catalyzed_regioselective_[3_+_2]_annulation_of_internal_alkynes_and_iodo_pyranoquinolines_with_concomitant_ring_opening_ L2 - https://doi.org/10.1021/ol3022935 DB - PRIME DP - Unbound Medicine ER -