Passerini/tsuji–trost strategy towards pyrrole derivatives

Noisette Narboni; Laurent El Kaim

doi:10.1002/ejoc.201700653

Passerini/tsuji–trost strategy towards pyrrole derivatives

Noisette Narboni
, Laurent El Kaim

Université Paris-Saclay

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

Abstract

The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.

Original language	English
Pages (from-to)	4242-4246
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2017
Issue number	29
DOIs	https://doi.org/10.1002/ejoc.201700653
Publication status	Published - 10 Aug 2017
Externally published	Yes

Keywords

Cyclization
Homogeneous catalysis
Multicomponent reactions
N heterocycles
Synthetic methods

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10.1002/ejoc.201700653

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title = "Passerini/tsuji–trost strategy towards pyrrole derivatives",

abstract = "The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.",

keywords = "Cyclization, Homogeneous catalysis, Multicomponent reactions, N heterocycles, Synthetic methods",

author = "Noisette Narboni and \{El Kaim\}, Laurent",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

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doi = "10.1002/ejoc.201700653",

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AU - Narboni, Noisette

AU - El Kaim, Laurent

PY - 2017/8/10

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N2 - The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.

AB - The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.

KW - Cyclization

KW - Homogeneous catalysis

KW - Multicomponent reactions

KW - N heterocycles

KW - Synthetic methods

UR - https://www.scopus.com/pages/publications/85049620105

U2 - 10.1002/ejoc.201700653

DO - 10.1002/ejoc.201700653

M3 - Article

AN - SCOPUS:85049620105

SN - 1434-193X

VL - 2017

SP - 4242

EP - 4246

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 29

ER -

Passerini/tsuji–trost strategy towards pyrrole derivatives

Abstract

Keywords

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