HFIP in organic synthesis

HF Motiwala, AM Armaly, JG Cacioppo… - Chemical …, 2022 - ACS Publications
1, 1, 1, 3, 3, 3-Hexafluoroisopropanol (HFIP) is a polar, strongly hydrogen bond-donating
solvent that has found numerous uses in organic synthesis due to its ability to stabilize ionic …

[HTML][HTML] A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry

C Sambiagio, D Schönbauer, R Blieck… - Chemical Society …, 2018 - pubs.rsc.org
The present review is devoted to summarizing the recent advances (2015–2017) in the field
of metal-catalysed group-directed C–H functionalisation. In order to clearly showcase the …

Progress in the Chemistry of Tetrahydroquinolines

I Muthukrishnan, V Sridharan, JC Menendez - Chemical reviews, 2019 - ACS Publications
Tetrahydroquinoline is one of the most important simple nitrogen heterocycles, being
widespread in nature and present in a broad variety of pharmacologically active …

Hydrogen bonding-assisted and nonheme manganese-catalyzed remote hydroxylation of C–H bonds in nitrogen-containing molecules

J Chen, W Song, J Yao, Z Wu, YM Lee… - Journal of the …, 2023 - ACS Publications
The development of catalytic systems capable of oxygenating unactivated C–H bonds with
excellent site-selectivity and functional group tolerance under mild conditions remains a …

Decoding directing groups and their pivotal role in C− H activation

K Murali, LA Machado, RL Carvalho… - … A European Journal, 2021 - Wiley Online Library
Synthetic organic chemistry has witnessed a plethora of functionalization and
defunctionalization strategies. In this regard, C− H functionalization has been at the forefront …

Palladium-Catalyzed meta-C–H Allylation of Arenes: A Unique Combination of a Pyrimidine-Based Template and Hexafluoroisopropanol

S Bag, SK, A Mondal, R Jayarajan… - Journal of the …, 2020 - ACS Publications
Controlling remote selectivity and delivering novel functionalities at distal positions in arenes
are an important endeavor in contemporary organic synthesis. In this vein, template …

Role of hexafluoroisopropanol in C–H activation

SK Sinha, T Bhattacharya, D Maiti - Reaction Chemistry & Engineering, 2019 - pubs.rsc.org
1, 1, 1, 3, 3, 3-Hexafluoroisopropanol (HFIP) has emerged as an attractive tool in developing
and facilitating C–H activation/functionalizations. The hydrogen bond donating ability of this …

Diverse meta‐C−H Functionalization of Arenes across Different Linker Lengths

R Jayarajan, J Das, S Bag, R Chowdhury… - Angewandte …, 2018 - Wiley Online Library
Arenes containing conformationally flexible long alkyl chains have been successfully
functionalized at the meta‐position. Good to excellent meta selectivity is achieved for …

Remote meta‐C–H Cyanation of Arenes Enabled by a Pyrimidine‐Based Auxiliary

S Bag, R Jayarajan, U Dutta… - Angewandte Chemie …, 2017 - Wiley Online Library
An easily removable pyrimidine‐based auxiliary has been employed for the remote meta‐
C− H cyanation of arenes. The scope of this Pd‐catalyzed cyanation reaction using copper …

Silicon-tethered strategies for C–H functionalization reactions

M Parasram, V Gevorgyan - Accounts of chemical research, 2017 - ACS Publications
Conspectus Selective and efficient functionalization of ubiquitous C–H bonds is the Holy
Grail of organic synthesis. Most advances in this area rely on employment of strongly or …