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Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes. / Zimin, Dmitry P.; Dar'In, Dmitry V.; Rassadin, Valentin A.; Kukushkin, Vadim Yu.

In: Organic Letters, Vol. 20, No. 16, 17.08.2018, p. 4880-4884.

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

Harvard

Zimin, DP, Dar'In, DV, Rassadin, VA & Kukushkin, VY 2018, 'Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes', Organic Letters, vol. 20, no. 16, pp. 4880-4884. https://doi.org/10.1021/acs.orglett.8b02019

APA

Zimin, D. P., Dar'In, D. V., Rassadin, V. A., & Kukushkin, V. Y. (2018). Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes. Organic Letters, 20(16), 4880-4884. https://doi.org/10.1021/acs.orglett.8b02019

Vancouver

Zimin DP, Dar'In DV, Rassadin VA, Kukushkin VY. Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes. Organic Letters. 2018 Aug 17;20(16):4880-4884. https://doi.org/10.1021/acs.orglett.8b02019

Author

Zimin, Dmitry P. ; Dar'In, Dmitry V. ; Rassadin, Valentin A. ; Kukushkin, Vadim Yu. / Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes. In: Organic Letters. 2018 ; Vol. 20, No. 16. pp. 4880-4884.

BibTeX

@article{a4f616edbe7f4ec6ab860a06cccf7cf3,
title = "Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes",
abstract = "Facile gold-catalyzed hydrohydrazidation of alkynes with various hydrazides R2CONHNH2 (R = Alk or Ar; including those with an additional nucleophilic moiety) in the presence of Ph3PAuNTf2 (6 mol %) leading to a wide range of substituted keto-N-acylhydrazones (18 examples) in excellent to good yields (99-66%) is reported. This novel metal-catalyzed coupling proceeds under mild conditions (chlorobenzene, 60 °C), exhibits high functional group tolerance, and is insensitive to the electronic and steric effects of the substituents in the reactants.",
keywords = "CYTOTOXIC ACTIVITIES, HYDROAMINATION, HYDRAZONES, COMPLEXES, CYCLOADDITION, HYDRATION, YNAMIDES, 4-AMINOIMIDAZOLES, INHIBITORS, REACTIVITY",
author = "Zimin, {Dmitry P.} and Dar'In, {Dmitry V.} and Rassadin, {Valentin A.} and Kukushkin, {Vadim Yu}",
year = "2018",
month = aug,
day = "17",
doi = "10.1021/acs.orglett.8b02019",
language = "English",
volume = "20",
pages = "4880--4884",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "16",

}

RIS

TY - JOUR

T1 - Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes

AU - Zimin, Dmitry P.

AU - Dar'In, Dmitry V.

AU - Rassadin, Valentin A.

AU - Kukushkin, Vadim Yu

PY - 2018/8/17

Y1 - 2018/8/17

N2 - Facile gold-catalyzed hydrohydrazidation of alkynes with various hydrazides R2CONHNH2 (R = Alk or Ar; including those with an additional nucleophilic moiety) in the presence of Ph3PAuNTf2 (6 mol %) leading to a wide range of substituted keto-N-acylhydrazones (18 examples) in excellent to good yields (99-66%) is reported. This novel metal-catalyzed coupling proceeds under mild conditions (chlorobenzene, 60 °C), exhibits high functional group tolerance, and is insensitive to the electronic and steric effects of the substituents in the reactants.

AB - Facile gold-catalyzed hydrohydrazidation of alkynes with various hydrazides R2CONHNH2 (R = Alk or Ar; including those with an additional nucleophilic moiety) in the presence of Ph3PAuNTf2 (6 mol %) leading to a wide range of substituted keto-N-acylhydrazones (18 examples) in excellent to good yields (99-66%) is reported. This novel metal-catalyzed coupling proceeds under mild conditions (chlorobenzene, 60 °C), exhibits high functional group tolerance, and is insensitive to the electronic and steric effects of the substituents in the reactants.

KW - CYTOTOXIC ACTIVITIES

KW - HYDROAMINATION

KW - HYDRAZONES

KW - COMPLEXES

KW - CYCLOADDITION

KW - HYDRATION

KW - YNAMIDES

KW - 4-AMINOIMIDAZOLES

KW - INHIBITORS

KW - REACTIVITY

UR - http://www.scopus.com/inward/record.url?scp=85051699284&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.8b02019

DO - 10.1021/acs.orglett.8b02019

M3 - Article

AN - SCOPUS:85051699284

VL - 20

SP - 4880

EP - 4884

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 16

ER -

ID: 36263037