Relevant bibliographies by topics / Metalation

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  1. Journal articles

Academic literature on the topic 'Metalation'

Author: Grafiati
Published: 4 June 2021
Last updated: 12 June 2025

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Journal articles on the topic "Metalation"

1

Balkenhohl, Moritz, and Paul Knochel. "Regioselective C–H Activation of Substituted Pyridines and other Azines using Mg- and Zn-TMP-Bases." SynOpen 02, no. 01 (2018): 0078–95. http://dx.doi.org/10.1055/s-0036-1591966.

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The metalation of substituted pyridines, diazines and related N-heterocycles using TMPMgCl·LiCl, TMP2Mg·2LiCl, TMPZnCl·LiCl or TMP2Zn·2LiCl2·2MgCl2 (TMP = 2,2,6,6-tetramethylpiperidyl) in the presence or absence of a Lewis acid is reviewed. Contents 1 Introduction2 Magnesiation of Pyridines and Related Azines2.1 Magnesiations using TMPMgCl·LiCl2.2 Magnesiations using TMP2Mg·2LiCl and Related Bases2.3 BF3·OEt2 Promoted Metalations of Pyridines3 Zincation of Pyridines and Related Azines using TMPZnCl·LiCl and TMP2Zn·2LiCl·2MgCl2 4 Metalation of Pyridines using other TMP-Bases5 Magnesiation and Zincation of Diazines6 Conclusion
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2

Quéguiner, Guy, Corinne Fruit, Alain Turck, and Nelly Plé. "Metalation of Pyrazinethiocarboxamides. Metalation of Diazines XXVI." HETEROCYCLES 51, no. 10 (1999): 2349. http://dx.doi.org/10.3987/com-99-8625.

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3

Grazia Cabiddu, Maria, Salvatore Cabiddu, Enzo Cadoni, Rita Cannas, Claudia Fattuoni, and Stefana Melis. "Metalation reactions. XXIV. Metalation of (vinylthio)benzene." Tetrahedron 54, no. 46 (1998): 14095–104. http://dx.doi.org/10.1016/s0040-4020(98)00869-2.

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4

Cabiddu, S., C. Floris, G. Gelli, and S. Melis. "Metalation reactions." Journal of Organometallic Chemistry 366, no. 1-2 (1989): 1–9. http://dx.doi.org/10.1016/0022-328x(89)87310-3.

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5

Cabiddu, S., C. Fattuoni, C. Floris, G. Gelli, and S. Melis. "Metalation reactions." Journal of Organometallic Chemistry 419, no. 1-2 (1991): 1–8. http://dx.doi.org/10.1016/0022-328x(91)86159-n.

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6

Plé, N., A. Turck, A. Heynderickx, and G. Quéguiner. "Synthesis and metalation of trifluoromethylpyrimidines. Metalation of diazines.XVI." Journal of Heterocyclic Chemistry 34, no. 2 (1997): 551–56. http://dx.doi.org/10.1002/jhet.5570340234.

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7

Ketels, Marthe, Dorothée Ziegler, and Paul Knochel. "Selective Zincation of 1,2-Dicyanobenzene and Related Benzonitriles in Continuous Flow Using In Situ Trapping Metalations." Synlett 28, no. 20 (2017): 2817–22. http://dx.doi.org/10.1055/s-0036-1588837.

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A mild and general metalation procedure for the functionalization of 1,2-dicyanobenzene and related polyfunctionalized benzonitriles using a commercially available continuous flow setup is reported. The addition of TMPLi (TMP = 2,2,6,6-tetramethylpiperidyl) to a mixture of an aromatic substrate with a metallic salt such as ZnCl2 under appropriate conditions (0 °C, 20 s) leads to fast in situ lithiation of the arene followed by transmetalation with ZnCl2 to afford the corresponding functionalized arylzinc compound that were trapped with various electrophiles in high yields. The reaction scope of these in situ trapping metalations in flow is broader and needs less equivalents of the base and the metal salt than the corresponding batch procedure.
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8

Blangetti, Marco, Patricia Fleming, and Donal F. O'Shea. "Use of mixed Li/K metal TMP amide (LiNK chemistry) for the synthesis of [2.2]metacyclophanes." Beilstein Journal of Organic Chemistry 7 (September 9, 2011): 1249–54. http://dx.doi.org/10.3762/bjoc.7.145.

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A new two-step general approach to [2.2]metacyclophane synthesis from substituted m-xylenes is described. The strategy employs a selective benzylic metalation and oxidative C–C bond formation for both synthetic operations. Regioselective benzylic metalation is achieved using the BuLi, KOt-Bu, TMP(H) (2,2,6,6-tetramethylpiperidine) combination (LiNK metalation conditions) and oxidative coupling with 1,2-dibromoethane. The synthetic ease of this approach compares favourably with previously reported methods and allows for ready access to potentially useful planar chiral derivatives.
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9

Turck, A., N. Plé, D. Trohay, B. Ndzi, and G. Quéguiner. "Metalation of diazines.VI. Metalation of pivaloylaminopyrazine andN-t-butylpyrazinamide. Unusual regioselectivity in the metalation reaction." Journal of Heterocyclic Chemistry 29, no. 4 (1992): 699–702. http://dx.doi.org/10.1002/jhet.5570290404.

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10

Fu, J. m., B. p. Zhao, M. J. Sharp, and V. Snieckus. "ortho and remote metalation – cross coupling strategies. Total synthesis of the naturally occurring fluorenone dengibsinin and the azafluoranthene alkaloid imeluteine." Canadian Journal of Chemistry 72, no. 1 (1994): 227–36. http://dx.doi.org/10.1139/v94-035.

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The total synthesis of the naturally occurring fluorenone, dengibsinin (7a), and the azafluoranthene alkaloid, imeluteine (30e), is described. Using combined ortho metalation – cross coupling sequences that terminate in Friedel–Crafts (18b → 6d) and remote metalation (21a,b → 6c,d) reactions, the synthesis of fluorenone dimethyl ethers 6c and 6d is reported. 6c and 6d were shown not to be identical to dengibsinin dimethyl ether and dengibsin dimethyl ether, respectively, derived from the natural products. This work, together with synthetic and structural evidence from Sargent and Talapatra, led to the reassignment of structures for dengibsinin (7a) and dengibsin (7b). Using the metalation – cross coupling approach, the synthesis of the reassigned dengibsinin (7a) is presented. Two alternate unsuccessful approaches to imeluteine are briefly described (31 + 32 and 33 + 34). The successful approach incorporates the remote metalation – double cyclization, 43 → 44, as the key step.
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