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Rh(III)-catalyzed intramolecular redox-neutral or oxidative cyclization of alkynes: short, efficient synthesis of 3,4-fused indole skeletons.
Org Lett. 2014 Aug 01; 16(15):3900-3.OL

Abstract

A Rh(III)-catalyzed intramolecular redox-neutral or oxidative annulation of a tethered alkyne has been developed to efficiently construct 3,4-fused indoles via a C-H activation pathway. The advantages of this process are (1) ready availability of annulation precursors; (2) broad substrate scope; (3) complete regioselectivity; (4) simple and mild reaction conditions; and (5) no need for an external oxidant or to employ molecular oxygen as the stoichiometric terminal oxidant.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhou B
Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zu Chong Zhi Road, Shanghai 201203, PR China.
Yang Y
No affiliation info available
Tang H
No affiliation info available
Du J
No affiliation info available
Feng H
No affiliation info available
Li Y
No affiliation info available

MeSH

AlkynesCatalysisCyclizationIndolesOxidation-ReductionRhodium

Pub Type(s)

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

Language

eng

PubMed ID

25054410

Citation

Zhou, Bing, et al. "Rh(III)-catalyzed Intramolecular Redox-neutral or Oxidative Cyclization of Alkynes: Short, Efficient Synthesis of 3,4-fused Indole Skeletons." Organic Letters, vol. 16, no. 15, 2014, pp. 3900-3.
Zhou B, Yang Y, Tang H, et al. Rh(III)-catalyzed intramolecular redox-neutral or oxidative cyclization of alkynes: short, efficient synthesis of 3,4-fused indole skeletons. Org Lett. 2014;16(15):3900-3.
Zhou, B., Yang, Y., Tang, H., Du, J., Feng, H., & Li, Y. (2014). Rh(III)-catalyzed intramolecular redox-neutral or oxidative cyclization of alkynes: short, efficient synthesis of 3,4-fused indole skeletons. Organic Letters, 16(15), 3900-3. https://doi.org/10.1021/ol501599j
Zhou B, et al. Rh(III)-catalyzed Intramolecular Redox-neutral or Oxidative Cyclization of Alkynes: Short, Efficient Synthesis of 3,4-fused Indole Skeletons. Org Lett. 2014 Aug 1;16(15):3900-3. PubMed PMID: 25054410.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rh(III)-catalyzed intramolecular redox-neutral or oxidative cyclization of alkynes: short, efficient synthesis of 3,4-fused indole skeletons. AU - Zhou,Bing, AU - Yang,Yaxi, AU - Tang,Huanyu, AU - Du,Juanjuan, AU - Feng,Huijin, AU - Li,Yuanchao, Y1 - 2014/07/23/ PY - 2014/7/24/entrez PY - 2014/7/24/pubmed PY - 2014/10/11/medline SP - 3900 EP - 3 JF - Organic letters JO - Org Lett VL - 16 IS - 15 N2 - A Rh(III)-catalyzed intramolecular redox-neutral or oxidative annulation of a tethered alkyne has been developed to efficiently construct 3,4-fused indoles via a C-H activation pathway. The advantages of this process are (1) ready availability of annulation precursors; (2) broad substrate scope; (3) complete regioselectivity; (4) simple and mild reaction conditions; and (5) no need for an external oxidant or to employ molecular oxygen as the stoichiometric terminal oxidant. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/25054410/Rh_III__catalyzed_intramolecular_redox_neutral_or_oxidative_cyclization_of_alkynes:_short_efficient_synthesis_of_34_fused_indole_skeletons_ DB - PRIME DP - Unbound Medicine ER -