M. Carmen Ortega‐Alfaro

Universidad Nacional Autónoma de México

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José G. López‐Cortés

Universidad Nacional Autónoma de México

126

Rubén A. Toscano

Centre National de la Recherche Scientifique

105

CÃ

Cecilio Ãlvarez-Toledano

Universidad Nacional Autónoma de México

J.G. López-Cortés

H. Rudler

Sorbonne Université

R.A. Toscano

Alfredo Rosas‐Sánchez

Universidad de Guadalajara

César Ignacio Sandoval‐Chávez

Universidad Nacional Autónoma de México

José E. Barquera‐Lozada

Universidad Nacional Autónoma de México

C. Alvarez-Toledano

Cooperative Institutions

Universidad Nacional Autónoma de México

Centre National de la Recherche Scientifique

Universidad de Cuautitlán Izcalli

Pontificia Universidad Católica de Chile

Rede de Química e Tecnologia

Université de Toulouse

Université Toulouse III - Paul Sabatier

Sorbonne Université

Laboratoire de Chimie de Coordination

Instituto Politécnico Nacional

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Synthesis of New Polycyclic γ‐ and δ‐Lactones upon Activation of, and Nucleophilic Additions to, Diazines: Influence of the Activating Agents

European Journal of Organic Chemistry (2008)

Azucena Garduño-Alva Yiming Xu N. Gualo‐Soberanes José G. López‐Cortés H. Rudler

Abstract The reaction of bis(trimethylsilyl)ketene acetals 2 with N‐heterocycles containing either one or two nitrogen atoms in the presence of triflic anhydride has been examined and the structures of the resulting products compared with those obtained by using methyl chloroformate as the activating agent. Whereas pyridine, pyrazine, quinoxaline and pyrimidine led to the same type of fused δ‐ or γ‐lactones 4 , 6 , 8 , 10 and 11 as with methyl chloroformate, the behaviour of pyridazine appeared to be peculiar. In the presence of methyl chloroformate, this heterocycle led to δ‐lactones 16 via stable dihydropyridazines, with triflic anhydride, the direct formation of γ‐lactones 20 was observed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

Chloroformate

Pyridazine

Trimethylsilyl

Ethyl chloroformate

Quinoxaline

Pyrazine

Annulation

10.1002/ejoc.200800338

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Citations (25)

CCDC 855471: Experimental Crystal Structure Determination

The Cambridge Structural Database (2012)

M. Carmen Ortega‐Alfaro Alfredo Rosas‐Sánchez B.E. Zarate-Picazo J.G. López-Cortés Fernando Cortés‐Guzmán

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

10.5517/ccxq5vm

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Citations (0)

CCDC 1026202: Experimental Crystal Structure Determination

The Cambridge Structural Database (2014)

Alfredo Rosas‐Sánchez Rubén A. Toscano José G. López‐Cortés M. Carmen Ortega‐Alfaro

10.5517/cc13fv9p

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Synthesis of new γ-lactones from preactivated monosubstituted pyrazines and TMS–ketene acetals

Canadian Journal of Chemistry (2012)

Azucena Garduño-Alva M. Carmen Ortega‐Alfaro José G. López‐Cortés Isabel Chávez Joaquín Barroso‐Flores

The double addition of bis(trimethylsilyl) ketene acetals (1a–1b, R 1 = CH 3 , –(CH 2 ) 5 –) to 2-substituted pyrazines promoted by triflic anhydride leads to γ-lactones in a single step. A systematic study involving electron-withdrawing and electron-donating groups (R 2 = CN, COOMe, PhCH=CH, Cl, Me, OMe) in the pyrazine ring reveals a strong dependence of electronic effects on the regiochemistry of nucleophilic addition.

Trimethylsilyl

Pyrazine

Nucleophilic Addition

10.1139/v2012-016

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Citations (11)

CCDC 2295705: Experimental Crystal Structure Determination

The Cambridge Structural Database (2024)

Miguel A. Alvarado-Castillo Salvador Cortés‐Mendoza José E. Barquera‐Lozada Francisco Delgado Rubén A. Toscano

10.5517/ccdc.csd.cc2h1w0g

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Citations (0)

CCDC 2295708: Experimental Crystal Structure Determination

The Cambridge Structural Database (2024)

Miguel A. Alvarado-Castillo Salvador Cortés‐Mendoza José E. Barquera‐Lozada Francisco Delgado Rubén A. Toscano

10.5517/ccdc.csd.cc2h1w3k

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Synthesis of Fischer type-carbene complexes containing a coordinated thioimidate structural motif

Dalton Transactions (2012)

Alberto Cedillo–Cruz M. Carmen Ortega‐Alfaro José G. López‐Cortés Rubén A. Toscano José Guillermo Penieres‐Carrillo

This paper describes a tandem strategy to synthesize a series of new Fischer carbene complexes [(CO)4MC[N–(CH2)4–]CHC(NRR′)(SR′); M = Cr, W; R = Ar, R′ = Me, –(CH2)2–] with a thioimide or thiazoline fragment, in which the sulfur or nitrogen atom is coordinated to a metal center, depending on the nature of alkylating groups included as R′. We have trapped by protonation the proposed intermediate as the thioamide 12 [(CO)5WC[N–(CH2)4–]CH2C(S)NHPh], which reveals the pathway of this reaction

Thioamide

Thiazoline

Tandem

Structural motif

Nitrogen atom

10.1039/c2dt31297b

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Citations (4)

An expedient approach to tetrahydrofuro[3,2-b]pyridine-2(3H)-ones via activation of pyridine N-oxide by triflic anhydride

Tetrahedron Letters (2010)

N. Gualo‐Soberanes M. Carmen Ortega‐Alfaro José G. López‐Cortés Rubén A. Toscano H. Rudler

Pyridine-N-oxide

10.1016/j.tetlet.2010.04.030

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Citations (12)

Ruthenium complex based on [N,N,O] tridentate -2-ferrocenyl-2-thiazoline ligand for catalytic transfer hydrogenation

Journal of Organometallic Chemistry (2020)

Joel I. Badillo‐Goméz Elvia P. Sánchez‐Rodríguez Rubén A. Toscano M. Gouygou M. Carmen Ortega‐Alfaro

Transfer hydrogenation

Thiazoline

Metalation

10.1016/j.jorganchem.2020.121630

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Citations (2)

Thiazole-based non-symmetric NNC–palladium pincer complexes as catalytic precursors for the Suzuki–Miyaura C–C coupling

New Journal of Chemistry (2019)

Martín Camacho-Espinoza Alberto Reyes‐Deloso Rubén A. Toscano José Guillermo Penieres‐Carrillo José G. López‐Cortés

New non-symmetric pincer palladacycles, containing [N,N,C] tridentate ligands are synthesized and their catalytic activities in the Suzuki–Miyaura cross coupling reaction are tested using water under aerobic conditions and IR irradiation.

Thiazole

Suzuki reaction

Coupling reaction

10.1039/c9nj02977j

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Citations (5)