Tags

Type your tag names separated by a space and hit enter

Palladium(II)-catalyzed tandem cyclization/C-H functionalization of alkynes for the synthesis of functionalized indoles.
J Org Chem. 2012 Oct 19; 77(20):9163-70.JO

Abstract

A palladium-catalyzed tandem cyclization/C-H functionalization of two alkynes was accomplished to construct a series of polycyclic functionalized indoles. A range of internal alkynes bearing synthetically useful functional groups were tolerated. A good regioselectivity was observed when alkyl-substituted alkynes were introduced into the reaction system, and a single product was obtained. Molecular oxygen was used as the terminal oxidant in the approach, rendering the reaction more sustainable.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Xia XF
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.
Wang N
No affiliation info available
Zhang LL
No affiliation info available
Song XR
No affiliation info available
Liu XY
No affiliation info available
Liang YM
No affiliation info available

MeSH

AlkynesCatalysisCyclizationIndolesMolecular StructureOrganometallic CompoundsPalladium

Pub Type(s)

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

Language

eng

PubMed ID

22991918

Citation

Xia, Xiao-Feng, et al. "Palladium(II)-catalyzed Tandem cyclization/C-H Functionalization of Alkynes for the Synthesis of Functionalized Indoles." The Journal of Organic Chemistry, vol. 77, no. 20, 2012, pp. 9163-70.
Xia XF, Wang N, Zhang LL, et al. Palladium(II)-catalyzed tandem cyclization/C-H functionalization of alkynes for the synthesis of functionalized indoles. J Org Chem. 2012;77(20):9163-70.
Xia, X. F., Wang, N., Zhang, L. L., Song, X. R., Liu, X. Y., & Liang, Y. M. (2012). Palladium(II)-catalyzed tandem cyclization/C-H functionalization of alkynes for the synthesis of functionalized indoles. The Journal of Organic Chemistry, 77(20), 9163-70. https://doi.org/10.1021/jo301741j
Xia XF, et al. Palladium(II)-catalyzed Tandem cyclization/C-H Functionalization of Alkynes for the Synthesis of Functionalized Indoles. J Org Chem. 2012 Oct 19;77(20):9163-70. PubMed PMID: 22991918.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium(II)-catalyzed tandem cyclization/C-H functionalization of alkynes for the synthesis of functionalized indoles. AU - Xia,Xiao-Feng, AU - Wang,Ning, AU - Zhang,Lu Lu, AU - Song,Xian-Rong, AU - Liu,Xue-Yuan, AU - Liang,Yong-Min, Y1 - 2012/09/27/ PY - 2012/9/21/entrez PY - 2012/9/21/pubmed PY - 2013/3/23/medline SP - 9163 EP - 70 JF - The Journal of organic chemistry JO - J Org Chem VL - 77 IS - 20 N2 - A palladium-catalyzed tandem cyclization/C-H functionalization of two alkynes was accomplished to construct a series of polycyclic functionalized indoles. A range of internal alkynes bearing synthetically useful functional groups were tolerated. A good regioselectivity was observed when alkyl-substituted alkynes were introduced into the reaction system, and a single product was obtained. Molecular oxygen was used as the terminal oxidant in the approach, rendering the reaction more sustainable. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/22991918/Palladium_II__catalyzed_tandem_cyclization/C_H_functionalization_of_alkynes_for_the_synthesis_of_functionalized_indoles_ L2 - https://doi.org/10.1021/jo301741j DB - PRIME DP - Unbound Medicine ER -