869527-80-0Relevant articles and documents
Iron-Phosphine Complex-Catalyzed Intramolecular C(sp3)-H Amination of Azides
Liang, Siyu,Yang, Tonghao,Yu, Wei,Zhao, Xiaopeng
supporting information, p. 1961 - 1965 (2020/03/24)
Fe(II)-phosphine complex [Fe(dpbz)]Cl2 was demonstrated to be effective for the intramolecular C(sp3)-H amination of organic azides. This catalyst exhibited a high catalytic capacity for the transformations from α-azido amides to imi
Synthesis of α-arylthioacetones using TEMPO as the: C 3 synthon via a reaction cascade of sequential oxidation, skeletal rearrangement and C-S bond formation
Zou, Jiao-Xia,Jiang, Yi,Lei, Shuai,Yin, Gao-Feng,Hu, Xiao-Ling,Zhao, Quan-Yi,Wang, Zhen
supporting information, p. 2341 - 2345 (2019/03/07)
Here, we present an unprecedented pathway to α-sulfenylated carbonyl compounds from commercially available thiols and universally employed TEMPO and its analogues, which act as C3 synthons through skeletal rearrangement under simple and metal-f
An Effective [FeIII(TF4DMAP)Cl] Catalyst for C-H Bond Amination with Aryl and Alkyl Azides
Du, Yi-Dan,Xu, Zhen-Jiang,Zhou, Cong-Ying,Che, Chi-Ming
supporting information, p. 895 - 899 (2019/02/14)
[FeIII(TF4DMAP)Cl] can efficiently catalyze intermolecular sp3 C-H amination using aryl azides and intramolecular sp3 C-H amination of alkyl azides in moderate-to-high product yields. At catalyst loading down to 1 mol %, the reactions display high chemo- and regioselectivity with broad substrate scope and are effective for late-stage functionalization of complex natural/bioactive molecules.
N-Heterocyclic Carbene Iron(III) Porphyrin-Catalyzed Intramolecular C(sp3)–H Amination of Alkyl Azides
Shing, Ka-Pan,Liu, Yungen,Cao, Bei,Chang, Xiao-Yong,You, Tingjie,Che, Chi-Ming
supporting information, p. 11947 - 11951 (2018/09/11)
Metal-catalyzed intramolecular C?H amination of alkyl azides constitutes an appealing approach to alicyclic amines; challenges remain in broadening substrate scope, enhancing regioselectivity, and applying the method to natural product synthesis. Herein we report an iron(III) porphyrin bearing axial N-heterocyclic carbene ligands which catalyzes the intramolecular C(sp3)–H amination of a wide variety of alkyl azides under microwave-assisted and thermal conditions, resulting in selective amination of tertiary, benzylic, allylic, secondary, and primary C?H bonds with up to 95 % yield. 14 out of 17 substrates were cyclized selectively at C4 to give pyrrolidines. The regioselectivity at C4 or C5 could be tuned by modifying the reactivity of the C5–H bond. Mechanistic studies revealed a concerted or a fast re-bound mechanism for the amination reaction. The reaction has been applied to the syntheses of tropane, nicotine, cis-octahydroindole, and leelamine derivatives.
Metal-organic layers stabilize earth-abundant metal-terpyridine diradical complexes for catalytic C-H activation
Lin, Zekai,Thacker, Nathan C.,Sawano, Takahiro,Drake, Tasha,Ji, Pengfei,Lan, Guangxu,Cao, Lingyun,Liu, Shubin,Wang, Cheng,Lin, Wenbin
, p. 143 - 151 (2018/01/02)
We report the synthesis of a terpyridine-based metal-organic layer (TPY-MOL) and its metalation with CoCl2 and FeBr2 to afford CoCl2·TPY-MOL and FeBr2·TPY-MOL, respectively. Upon activation with NaEt3
SYNTHESIS OF ACYCLIC AND CYCLIC AMINES USING IRON-CATALYZED NITRENE GROUP TRANSFER
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Paragraph 00161, (2014/09/16)
The present invention provides novel synthetic methods for making acyclic secondary amines by reacting an azide with a compound bearing one or more C-H groups, catalyzed by a FeII-dipyrromethene complex. The acyclic secondary amines are thought