ChemInform Abstract: Site-Selective Oxidation of Unactivated C(sp3)-H Bonds with Hypervalent Iodine(III) Reagents.

ChemInform ◽  
2013 ◽  
Vol 45 (1) ◽  
pp. no-no
Author(s):  
Shin A. Moteki ◽  
Asuka Usui ◽  
Tiexin Zhang ◽  
Cesar R. Solorio Alvarado ◽  
Keiji Maruoka
2013 ◽  
Vol 52 (33) ◽  
pp. 8657-8660 ◽  
Author(s):  
Shin A. Moteki ◽  
Asuka Usui ◽  
Tiexin Zhang ◽  
César R. Solorio Alvarado ◽  
Keiji Maruoka

2013 ◽  
Vol 125 (33) ◽  
pp. 8819-8822 ◽  
Author(s):  
Shin A. Moteki ◽  
Asuka Usui ◽  
Tiexin Zhang ◽  
César R. Solorio Alvarado ◽  
Keiji Maruoka

2016 ◽  
Vol 40 (12) ◽  
pp. 10300-10304 ◽  
Author(s):  
Raktani Bikshapathi ◽  
Parvathaneni Sai Prathima ◽  
Vaidya Jayathirtha Rao

An efficient, eco-friendly protocol for selective oxidation of primary and secondary Baylis–Hillman alcohols to the corresponding carbonyl compounds in high yields has been developed with 2-iodosobenzoic acid (IBA).


2018 ◽  
Vol 3 (45) ◽  
pp. 12946-12950 ◽  
Author(s):  
Delie An ◽  
Wenkang Song ◽  
Zhihong Peng ◽  
Yingjun Zhang ◽  
Wanrong Dong

2019 ◽  
Vol 15 ◽  
pp. 602-609
Author(s):  
Kelsey B LaMartina ◽  
Haley K Kuck ◽  
Linda S Oglesbee ◽  
Asma Al-Odaini ◽  
Nicholas C Boaz

A method for the selective monooxdiation of secondary benzylic C–H bonds is described using an N-oxyl catalyst and a hypervalent iodine species as a terminal oxidant. Combinations of ammonium iodate and catalytic N-hydroxyphthalimide (NHPI) were shown to be effective in the selective oxidation of n-butylbenzene directly to 1-phenylbutyl acetate in high yield (86%). This method shows moderate substrate tolerance in the oxygenation of substrates containing secondary benzylic C–H bonds, yielding the corresponding benzylic acetates in good to moderate yield. Tertiary benzylic C–H bonds were shown to be unreactive under similar conditions, despite the weaker C–H bond. A preliminary mechanistic analysis suggests that this NHPI-iodate system is functioning by a radical-based mechanism where iodine generated in situ captures formed benzylic radicals. The benzylic iodide intermediate then solvolyzes to yield the product ester.


2020 ◽  
Vol 132 (33) ◽  
pp. 13769-13769
Author(s):  
Sebastian Grieger ◽  
Beata M. Szydłowska ◽  
Vaishnavi J. Rao ◽  
Eva Steinmann ◽  
Marcus Dodds ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 22 (2) ◽  
pp. no-no
Author(s):  
W. CARRUTHERS ◽  
J. D. PRAIL ◽  
S. M. ROBERTS ◽  
A. J. WILLETTS

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