Lewis or Brønsted acid-catalysed reaction of propargylic alcohol-tethered alkylidenecyclopropanes with indoles and pyrroles for the preparation of polycyclic compounds tethered with indole or pyrrole motif.Org Biomol Chem. 2019 12 18; 18(1):135-139.OB
Abstract
We developed a facile synthetic method to access cyclopenta[b]naphthalene derivatives via the Lewis or Brønsted acid catalysed cascade nucleophilic addition, electronic cyclization, ring-opening rearrangement of propargylic alcohol-tethered alkylidenecyclopropanes with indole and pyrrole derivatives. The reaction exhibited a broad substrate scope and good functional group tolerance under metal-free conditions, affording the desired products in moderate to good yields.
Links
Pub Type(s)
Journal Article
Research Support, Non-U.S. Gov't
Language
eng
PubMed ID
31803894
Citation
Wei, Hao-Zhao, et al. "Lewis or Brønsted Acid-catalysed Reaction of Propargylic Alcohol-tethered Alkylidenecyclopropanes With Indoles and Pyrroles for the Preparation of Polycyclic Compounds Tethered With Indole or Pyrrole Motif." Organic & Biomolecular Chemistry, vol. 18, no. 1, 2019, pp. 135-139.
Wei HZ, Yu LZ, Shi M. Lewis or Brønsted acid-catalysed reaction of propargylic alcohol-tethered alkylidenecyclopropanes with indoles and pyrroles for the preparation of polycyclic compounds tethered with indole or pyrrole motif. Org Biomol Chem. 2019;18(1):135-139.
Wei, H. Z., Yu, L. Z., & Shi, M. (2019). Lewis or Brønsted acid-catalysed reaction of propargylic alcohol-tethered alkylidenecyclopropanes with indoles and pyrroles for the preparation of polycyclic compounds tethered with indole or pyrrole motif. Organic & Biomolecular Chemistry, 18(1), 135-139. https://doi.org/10.1039/c9ob02211b
Wei HZ, Yu LZ, Shi M. Lewis or Brønsted Acid-catalysed Reaction of Propargylic Alcohol-tethered Alkylidenecyclopropanes With Indoles and Pyrroles for the Preparation of Polycyclic Compounds Tethered With Indole or Pyrrole Motif. Org Biomol Chem. 2019 12 18;18(1):135-139. PubMed PMID: 31803894.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Lewis or Brønsted acid-catalysed reaction of propargylic alcohol-tethered alkylidenecyclopropanes with indoles and pyrroles for the preparation of polycyclic compounds tethered with indole or pyrrole motif.
AU - Wei,Hao-Zhao,
AU - Yu,Liu-Zhu,
AU - Shi,Min,
PY - 2019/12/6/pubmed
PY - 2019/12/6/medline
PY - 2019/12/6/entrez
SP - 135
EP - 139
JF - Organic & biomolecular chemistry
JO - Org Biomol Chem
VL - 18
IS - 1
N2 - We developed a facile synthetic method to access cyclopenta[b]naphthalene derivatives via the Lewis or Brønsted acid catalysed cascade nucleophilic addition, electronic cyclization, ring-opening rearrangement of propargylic alcohol-tethered alkylidenecyclopropanes with indole and pyrrole derivatives. The reaction exhibited a broad substrate scope and good functional group tolerance under metal-free conditions, affording the desired products in moderate to good yields.
SN - 1477-0539
UR - https://www.unboundmedicine.com/medline/citation/31803894/Lewis_or_Brønsted_acid_catalysed_reaction_of_propargylic_alcohol_tethered_alkylidenecyclopropanes_with_indoles_and_pyrroles_for_the_preparation_of_polycyclic_compounds_tethered_with_indole_or_pyrrole_motif_
DB - PRIME
DP - Unbound Medicine
ER -