Site-Selective and Chemoselective C–H Functionalization for the Synthesis of Spiroaminals via a Silver-Catalyzed Nitrene Transfer Reaction

ACS Catalysis ◽  
2020 ◽  
Vol 10 (22) ◽  
pp. 13296-13304
Author(s):  
Shingo Harada ◽  
Mayu Kobayashi ◽  
Masato Kono ◽  
Tetsuhiro Nemoto
Keyword(s):  
Transfer Reaction ◽  
Nitrene Transfer ◽  
Site Selective

Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C═C Bond Cleavage

2019 ◽  
Vol 21 (20) ◽  
pp. 8389-8394 ◽  
Author(s):  
Yi Peng ◽  
Yan-Hui Fan ◽  
Si-Yuan Li ◽  
Bin Li ◽  
Jing Xue ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Bond Cleavage ◽  
Aryl Azides ◽  
Nitrene Transfer

Mn-salen catalyzed nitrene transfer reaction: Enantioselective imidation of alkyl aryl sulfides

Tetrahedron ◽  
1999 ◽  
Vol 55 (49) ◽  
pp. 13937-13946 ◽  
Author(s):  
Hisashi Nishikori ◽  
Chisa Ohta ◽  
Eva Oberlin ◽  
Ryo Irie ◽  
Tsutomu Katsuki
Keyword(s):  
Transfer Reaction ◽  
Alkyl Aryl ◽  
Nitrene Transfer ◽  
Aryl Sulfides

scholarly journals Nitrene-Transfer Reaction between Azide and Unsaturated Ether in the Presence of Pd(II) Catalyst

1988 ◽  
Vol 61 (3) ◽  
pp. 931-938 ◽  
Author(s):  
Toshihiko Migita ◽  
Kazuya Hongoh ◽  
Hiroyuki Naka ◽  
Setsuko Nakaido ◽  
Masanori Kosugi
Keyword(s):  
Transfer Reaction ◽  
Nitrene Transfer ◽  
Unsaturated Ether

Taming Nitrene Reactivity with Silver Catalysts

Synlett ◽  
2020 ◽  
Vol 32 (01) ◽  
pp. 30-44
Author(s):  
Jennifer M. Schomaker ◽  
Logan E. Vine ◽  
Emily E. Zerull
Keyword(s):  
Noncovalent Interactions ◽  
Coordination Environment ◽  
Nitrene Transfer ◽  
Silver Catalysts ◽  
Stereoselective Reactions ◽  
Ligand Scaffolds ◽  
Site Selective ◽  
Unique Ability

Nitrene transfer (NT) is a convenient strategy to directly transform C–H bonds into more valuable C–N bonds and exciting advances have been made to improve selectivity. Our work in silver-based NT has shown the unique ability of this metal to enable tunable chemo-, site-, and stereoselective reactions using simple N-dentate ligand scaffolds. Manipulation of the coordination environment and noncovalent interactions around the silver center furnish unprecedented catalyst control in selective NT and provide insights for further improvements in the field.1 Introduction1.1 Strategies for Nitrene Transfer1.2 Brief Summary of Chemocatalyzed Nitrene Transfer1.3 Focus of this Account2 Challenges in Chemocatalyzed Nitrene Transfer2.1 Reactivity Challenges2.2 Selectivity Challenges2.3 Chemoselective Nitrene Transfer2.4 Site-Selective Nitrene Transfer2.5 Enantioselective Nitrene Transfer3 Summary and Perspective3.1 Future Opportunities and Challenges3.2 Conclusion

ChemInform Abstract: Mn-Salen Catalyzed Nitrene Transfer Reaction: Enantioselective Imidation of Alkyl Aryl Sulfides.

ChemInform ◽  
2010 ◽  
Vol 31 (10) ◽  
pp. no-no
Author(s):  
Hisashi Nishikori ◽  
Chisa Ohta ◽  
Eva Oberlin ◽  
Ryo Irie ◽  
Tsutomu Katsuki
Keyword(s):  
Transfer Reaction ◽  
Alkyl Aryl ◽  
Nitrene Transfer ◽  
Aryl Sulfides

Site-Selective, Catalyst-Controlled Alkene Aziridination

Synthesis ◽  
2018 ◽  
Vol 50 (22) ◽  
pp. 4462-4470 ◽  
Author(s):  
Jennifer Schomaker ◽  
Amirah Mat Lani
Keyword(s):  
Transition Metal ◽  
Convenient Method ◽  
Donor Ligands ◽  
Steric Effects ◽  
Silver Complexes ◽  
Selective Catalyst ◽  
Nitrene Transfer ◽  
Selective Functionalization ◽  
Metal Catalyzed ◽  
Site Selective

Transition-metal-catalyzed nitrene transfer is a convenient method to introduce nitrogen into simple substrates through either alkene aziridination or C–H bond amination. Silver complexes have an unusual capability to accommodate a broad range of N-donor ligands and coordination geometries in catalysts competent for nitrene transfer. This behavior has resulted in the ability to achieve tunable chemoselectivity between aziridination and C–H bond amidation, as well as tunable site-selective functionalization between two different C–H bonds. In this paper, efforts to engage the diversity of silver and rhodium catalysts to accomplish selective and tunable aziridination of mixtures of alkenes are discussed. It was found that the selectivity of dinuclear Rh catalysts is dictated largely by steric effects, while the identity of the ligand on silver can be tuned to influence whether the steric or electronic features in the competing alkenes is the primary factor controlling which precursor is preferentially aziridinated.

Nitrene transfer reaction catalyzed by substituted metallophthalocyanines

2006 ◽  
Vol 248 (1-2) ◽  
pp. 148-151 ◽  
Author(s):  
Sheng-Yong Yan ◽  
Yi Wang ◽  
Yuan-Jie Shu ◽  
Hui-Hua Liu ◽  
Xiang-Ge Zhou
Keyword(s):  
Transfer Reaction ◽  
Nitrene Transfer

Iron(II) Chloride-Catalyzed Nitrene Transfer Reaction for Dearomative Amination of β-Naphthols with Aryl Azides

2018 ◽  
Vol 360 (24) ◽  
pp. 4720-4725 ◽  
Author(s):  
Dun-Qi Wu ◽  
Zhen-Yu Guan ◽  
Yi Peng ◽  
Jian Sun ◽  
Cheng Zhong ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Aryl Azides ◽  
Nitrene Transfer

Ligand-Free, Quinoline N-Assisted Copper-Catalyzed Nitrene Transfer Reaction To Synthesize 8-Quinolylsulfimides

2019 ◽  
Vol 84 (12) ◽  
pp. 7618-7629 ◽  
Author(s):  
Xinsheng Xiao ◽  
Sanping Huang ◽  
Shanshan Tang ◽  
Guokai Jia ◽  
Guangchuan Ou ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Nitrene Transfer ◽  
Ligand Free
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