Incorporation of the pentafluorosulfanyl group through common synthetic transformations

2021 ◽  
Vol 152 (4) ◽  
pp. 449-459
Author(s):  
Hugh G. Hiscocks ◽  
Dylan Lee Yit ◽  
Giancarlo Pascali ◽  
Alison T. Ung
Author(s):  
Luis A. Segura-Quezada ◽  
Karina R. Torres-Carbajal ◽  
Yuvraj Satkar ◽  
Kevin A. Juárez Ornelas ◽  
Narendra Mali ◽  
...  

: Iodine(III)-based reagents has been broadly used in oxidative reactions for the structural functionalization with several functional groups. Among the more relevant and useful synthetic transformations using these hypervalent γ 3 -reagents, it can be found the fluorination, chlorination, bromination as well as the iodination protocols. Herein, we present some of the most representatives oxidative halogenation procedures of arenes, olefins and alkynes dating from the oldest to the more recent advances in the area, highlighting the discovery and application of new iodine(III)-based halogenating species.


1975 ◽  
Vol 16 (16) ◽  
pp. 1353-1356 ◽  
Author(s):  
E.N. Cain ◽  
L.L. Welling

Synthesis ◽  
2021 ◽  
Author(s):  
Wey-Chyng Jeng ◽  
Po-Chung Chien ◽  
Sandip Sambhaji Vagh ◽  
Athukuri Edukondalu ◽  
Wenwei Lin

We report an efficient method for the direct β-acylation of 2-ylideneoxindoles with acyl chlorides in the presence of base-catalyzed by organophosphanes. A variety of functionalized 2-ylideneoxindoles were prepared in moderate to good yields under metal-free and mild conditions via a tandem phospha-Michael/O-acylation/intramolecular cyclization/ rearrangement sequence. The mechanistic investigations revealed that the C-O bond cleavage on possible betaine intermediate is the key step for the installation of keto-functionality at β-position of 2-ylideneoxindoles in a highly stereospecific manner. The synthetic utility of this protocol could also be proven by scale-up reactions and synthetic transformations of the products.


ChemInform ◽  
1989 ◽  
Vol 20 (23) ◽  
Author(s):  
C. S. SHINER ◽  
T. TSUNODA ◽  
B. A. GOODMAN ◽  
S. INGHAM ◽  
S. LEE ◽  
...  

2012 ◽  
Vol 48 (8) ◽  
pp. 1081-1089 ◽  
Author(s):  
Yu. V. Kharitonov ◽  
E. E. Shults ◽  
M. M. Shakirov ◽  
I. Yu. Bagryanskaya ◽  
G. A. Tolstikov

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