Ruthenium-catalyzed redox-neutral C-H activation via N-N cleavage: Synthesis of N-substituted indoles

Zhenxing Zhang; Hao Jiang; Yong Huang

doi:10.1021/ol502998n

Ruthenium-catalyzed redox-neutral C-H activation via N-N cleavage: Synthesis of N-substituted indoles

Zhenxing Zhang, Hao Jiang, Yong Huang^*

^*Corresponding author for this work

Research output: Contribution to journal › Journal Article › peer-review

100 Citations (Scopus)

Abstract

The first Ru-catalyzed redox-neutral C-H activation reaction via N-N bond cleavage is reported. Pyrazolidin-3-one is demonstrated as an internally oxidative directing group that enables C-H annulation reactions with a broad scope of alkynes, including previously incompetent terminal alkynes. Pharmacologically privileged 3-(1H-indol-1-yl)propanamides were synthesized in high yields.

Original language	English
Pages (from-to)	5976-5979
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	22
DOIs	https://doi.org/10.1021/ol502998n
Publication status	Published - 21 Nov 2014
Externally published	Yes

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Publisher Copyright:
© 2014 American Chemical Society.

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10.1021/ol502998n

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title = "Ruthenium-catalyzed redox-neutral C-H activation via N-N cleavage: Synthesis of N-substituted indoles",

abstract = "The first Ru-catalyzed redox-neutral C-H activation reaction via N-N bond cleavage is reported. Pyrazolidin-3-one is demonstrated as an internally oxidative directing group that enables C-H annulation reactions with a broad scope of alkynes, including previously incompetent terminal alkynes. Pharmacologically privileged 3-(1H-indol-1-yl)propanamides were synthesized in high yields.",

author = "Zhenxing Zhang and Hao Jiang and Yong Huang",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

month = nov,

day = "21",

doi = "10.1021/ol502998n",

language = "English",

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journal = "Organic Letters",

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T1 - Ruthenium-catalyzed redox-neutral C-H activation via N-N cleavage

T2 - Synthesis of N-substituted indoles

AU - Zhang, Zhenxing

AU - Jiang, Hao

AU - Huang, Yong

PY - 2014/11/21

Y1 - 2014/11/21

N2 - The first Ru-catalyzed redox-neutral C-H activation reaction via N-N bond cleavage is reported. Pyrazolidin-3-one is demonstrated as an internally oxidative directing group that enables C-H annulation reactions with a broad scope of alkynes, including previously incompetent terminal alkynes. Pharmacologically privileged 3-(1H-indol-1-yl)propanamides were synthesized in high yields.

AB - The first Ru-catalyzed redox-neutral C-H activation reaction via N-N bond cleavage is reported. Pyrazolidin-3-one is demonstrated as an internally oxidative directing group that enables C-H annulation reactions with a broad scope of alkynes, including previously incompetent terminal alkynes. Pharmacologically privileged 3-(1H-indol-1-yl)propanamides were synthesized in high yields.

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:000345470000039

UR - https://openalex.org/W2317615347

UR - https://www.scopus.com/pages/publications/84912570745

U2 - 10.1021/ol502998n

DO - 10.1021/ol502998n

M3 - Journal Article

SN - 1523-7060

VL - 16

SP - 5976

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JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Ruthenium-catalyzed redox-neutral C-H activation via N-N cleavage: Synthesis of N-substituted indoles

Abstract

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