18322-54-8Relevant articles and documents
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Brown,H.C. et al.
, p. 3662 - 3664 (1972)
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Midland,Brown
, p. 4069,4070 (1973)
Iron-Catalyzed Intermolecular Functionalization of Non-Activated Aliphatic C?H Bonds via Carbene Transfer
Rodríguez, Mònica,Font, Gemma,Nadal-Moradell, Joel,Hernán-Gómez, Alberto,Costas, Miquel
supporting information, p. 5116 - 5123 (2020/10/06)
The modification of strong Csp3?H bonds via iron carbene intermediates under mild reaction conditions has been an important challenge with attractive prospective in organic synthesis. In this work, we show the efficient combination of an electrophilic iron catalyst with a lithium Lewis acid for the functionalization of strong Csp3?H bonds of cyclic and linear alkanes by the activation of commercially available ethyl diazoacetate (EDA). The reaction proceeds with good yields, under mild reaction conditions (40 °C) and large excess of substrate is not needed. In addition, excellent activity is observed in the cyclopropanation of challenging aliphatic olefins. (Figure presented.).
Zinc(II)-Mediated Carbene Insertion into C-H Bonds in Alkanes
Kulkarni, Naveen V.,Dash, Chandrakanta,Jayaratna, Naleen B.,Ridlen, Shawn G.,Karbalaei Khani, Sarah,Das, Animesh,Kou, Xiaodi,Yousufuddin, Muhammed,Cundari, Thomas R.,Dias, H. V. Rasika
supporting information, p. 11043 - 11045 (2015/12/17)
The cationic zinc adduct {[HB(3,5-(CF3)2Pz)3]Zn(NCMe)2}ClO4 catalyzes the functionalization of tertiary, secondary, and primary C-H bonds of alkanes via carbene insertion. Ethyl diazoacetate serves as the:CHCO2Et carbene precursor. The counteranion, supporting ligand, and coordinating solvents affect the catalytic activity. An in situ generated {[HB(3,5-(CF3)2Pz)3]Zn}+ species containing a bulkier {B[3,5-(CF3)2C6H3]4}- anion gives the best results among the zinc catalysts used.
