Transition metal-free N-arylation of secondary amides through iodonium salts as aryne precursors

2016 ◽  
Vol 14 (43) ◽  
pp. 10185-10188 ◽  
Author(s):  
Ming Wang ◽  
Zhijian Huang
Keyword(s):  
Transition Metal ◽  
Iodonium Salts ◽  
Metal Free ◽  
Diaryliodonium Salts ◽  
Secondary Amides

A transition metal-free approach for N-arylation of secondary amides was developed via diaryliodonium salts as aryne precursors.

Transition Metal-Free O-Arylation of Quinoxalin-2-ones with Diaryliodonium Salts

Heterocycles ◽  
2021 ◽  
Vol 103 (1) ◽  
pp. 502
Author(s):  
Masami Kuriyama ◽  
Osamu Onomura ◽  
Yuki Mochizuki ◽  
Tsubasa Miyagi ◽  
Kosuke Yamamoto ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Diaryliodonium Salts

Transition metal-free base-promoted arylation of sulfenate anions with diaryliodonium salts

2019 ◽  
Vol 6 (1) ◽  
pp. 32-35 ◽  
Author(s):  
Lei Wang ◽  
Mingjie Chen ◽  
Junliang Zhang
Keyword(s):  
Transition Metal ◽  
Free Base ◽  
Metal Free ◽  
Diaryliodonium Salts

A base-promoted formal arylation of general sulfenate anions with diaryliodonium salts under transition-metal-free conditions has been described.

Transition-Metal-Free N-Arylation of Carbazoles and C-Arylation of Tetrahydrocarbazoles by using Diaryliodonium Salts

2012 ◽  
Vol 1 (3) ◽  
pp. 218-221 ◽  
Author(s):  
Fenglou Guo ◽  
Limin Wang ◽  
Peiqi Wang ◽  
Jianjun Yu ◽  
Jianwei Han
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Diaryliodonium Salts

scholarly journals Recent Advances in Transition-Metal-Free Late-Stage C-H and N-H Arylation of Heteroarenes Using Diaryliodonium Salts

2021 ◽  
Vol 14 (7) ◽  
pp. 661
Author(s):  
Thierry Besson ◽  
Corinne Fruit
Keyword(s):  
Transition Metal ◽  
Late Stage ◽  
Heterocyclic Compounds ◽  
Environmentally Friendly ◽  
Direct Arylation ◽  
Stepping Stone ◽  
Metal Free ◽  
Bond Forming ◽  
Diaryliodonium Salts ◽  
Recent Advances

Transition-metal-free direct arylation of C-H or N-H bonds is one of the key emerging methodologies that is currently attracting tremendous attention. Diaryliodonium salts serve as a stepping stone on the way to alternative environmentally friendly and straightforward pathways for the construction of C-C and C-heteroatom bonds. In this review, we emphasize the recent synthetic advances of late-stage C(sp2)-N and C(sp2)-C(sp2) bond-forming reactions under metal-free conditions using diaryliodonium salts as arylating reagent and its applications to the synthesis of new arylated bioactive heterocyclic compounds.

Transition-metal-free α-arylation of nitroketones with diaryliodonium salts for the synthesis of tertiary α-aryl, α-nitro ketones

2019 ◽  
Vol 55 (1) ◽  
pp. 119-122 ◽  
Author(s):  
Yang An ◽  
Xiao-Ming Zhang ◽  
Ze-Yu Li ◽  
Wen-Hui Xiong ◽  
Run-Dong Yu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Diaryliodonium Salts ◽  
First Time

Transition-metal-free α-arylation of α-nitroketones with diaryliodonium salts has been developed for the first time and applied in the synthesis of tiletamine.

Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition­-Metal-Free Conditions

Synthesis ◽  
2018 ◽  
Vol 50 (08) ◽  
pp. 1699-1710 ◽  
Author(s):  
Dong-Liang Mo ◽  
Xiao-Hua Li ◽  
Ai-Hui Ye ◽  
Cui Liang
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Steric Hindrance ◽  
Good Yield ◽  
Substituent Effects ◽  
Lead Compound ◽  
Metal Free ◽  
Diaryliodonium Salts ◽  
Good Precursor

An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives has been developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano, and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y1 lead compound analogue could be prepared in good yield over two steps.

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