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N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines. / Golubev, Pavel; Krasavin, Mikhail.

In: Tetrahedron Letters, Vol. 59, No. 39, 26.09.2018, p. 3532-3536.

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

Harvard

Golubev, P & Krasavin, M 2018, 'N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines', Tetrahedron Letters, vol. 59, no. 39, pp. 3532-3536. https://doi.org/10.1016/j.tetlet.2018.08.025

APA

Golubev, P., & Krasavin, M. (2018). N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines. Tetrahedron Letters, 59(39), 3532-3536. https://doi.org/10.1016/j.tetlet.2018.08.025

Vancouver

Golubev P, Krasavin M. N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines. Tetrahedron Letters. 2018 Sep 26;59(39):3532-3536. https://doi.org/10.1016/j.tetlet.2018.08.025

Author

Golubev, Pavel ; Krasavin, Mikhail. / N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines. In: Tetrahedron Letters. 2018 ; Vol. 59, No. 39. pp. 3532-3536.

BibTeX

@article{e5ca916d3c2d452f8799c8afdf72fe76,
title = "N-Isocyanodialkylamines generated in situ for the Joulli{\'e}–Ugi reaction with indolenines",
abstract = "N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.",
keywords = "In situ dehydration, Joulli{\'e}–Ugi reaction, Multicomponent reactions, Mumm rearrangement, N-Isocyanodialkylamines, O-Deacylation, COMPONENT REACTIONS, MULTICOMPONENT REACTIONS, Joullie-Ugi reaction, CHEMISTRY, FUNCTIONAL ISOCYANIDES, DERIVATIVES, METAL-COMPLEXES",
author = "Pavel Golubev and Mikhail Krasavin",
year = "2018",
month = sep,
day = "26",
doi = "10.1016/j.tetlet.2018.08.025",
language = "English",
volume = "59",
pages = "3532--3536",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "39",

}

RIS

TY - JOUR

T1 - N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines

AU - Golubev, Pavel

AU - Krasavin, Mikhail

PY - 2018/9/26

Y1 - 2018/9/26

N2 - N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

AB - N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

KW - In situ dehydration

KW - Joullié–Ugi reaction

KW - Multicomponent reactions

KW - Mumm rearrangement

KW - N-Isocyanodialkylamines

KW - O-Deacylation

KW - COMPONENT REACTIONS

KW - MULTICOMPONENT REACTIONS

KW - Joullie-Ugi reaction

KW - CHEMISTRY

KW - FUNCTIONAL ISOCYANIDES

KW - DERIVATIVES

KW - METAL-COMPLEXES

UR - http://www.scopus.com/inward/record.url?scp=85052083675&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2018.08.025

DO - 10.1016/j.tetlet.2018.08.025

M3 - Article

AN - SCOPUS:85052083675

VL - 59

SP - 3532

EP - 3536

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 39

ER -

ID: 34631727