Removal and modification of directing groups used in metal-catalyzed C-H functionalization: the magical step of conversion into 'conventional' functional groups

Over the past few decades, regioselective catalytic C-H functionalization has provided an attractive tool for unique retrosynthetic disconnections. The advancement of the directing group strategy in metal catalyzed synthetic transformation has contributed significantly to the incorporation of a wide...

Full description

Saved in:
Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 19; no. 3; pp. 525 - 547
Main Authors Carvalho, Renato L, Almeida, Renata G, Murali, Karunanidhi, Machado, Luana A, Pedrosa, Leandro F, Dolui, Pravas, Maiti, Debabrata, da Silva Júnior, Eufrânio N
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 28.01.2021
Subjects
Functional groups
Online AccessGet full text

Cover

More Information
Summary:Over the past few decades, regioselective catalytic C-H functionalization has provided an attractive tool for unique retrosynthetic disconnections. The advancement of the directing group strategy in metal catalyzed synthetic transformation has contributed significantly to the incorporation of a wide range of functionalization reactions in both aromatic systems and aliphatic backbones. However, the extensive utilization of these methodologies depends on the ease of removal of the directing group to restore the free functional group. In this review, we have summarised the reported approaches for removing/modifying versatile directing groups. This feature review is focused on recent approaches for removing versatile directing groups.
Bibliography:Renato Lúcio de Carvalho received his bachelor's degree in Chemistry in 2017. In 2018, he completed his MSc at the Federal University of Minas Gerais under the supervision of Prof. Dr Eufrânio N. da Silva Júnior and in the same year, he started his PhD studies in the da Silva Júnior group working on the development of new methods involving C-H annulation for obtaining new quinoidal bioactive compounds. His research interests are focused on C-H bond activation reactions. He is also interested in
Medicinal Chemistry
aiming at the synthesis of bioactive compounds and biological sensors.
Eufrânio N. da Silva Júnior received his PhD from the University of Brasilia (UnB) in 2009. In 2010, he started his independent career as a professor at the Federal University of Minas Gerais (UFMG). He is a member of the Brazilian Chemical Society and the Royal Society of Chemistry (RSC). He has received the RSC/BMOS Young Investigator Award (2015), Jones Travelling Fellowship (2016) and Capes-Humboldt Research Fellowship for experienced researchers (2018). His research interests are focused on C-H bond activation reactions, organocatalysis, mechanistic investigations, and synthesis of heterocyclic and naphthoquinoidal bioactive and fluorescent compounds.
Luana Alves Machado received her bachelor's degree in Chemistry in 2016. In 2018, she completed her MSc at the Federal Fluminense University (UFF) under the supervision of Prof. Leandro F. Pedrosa and in the same year, she started her PhD studies under the supervision of Professors Pedrosa and da Silva Júnior. She is interested in developing new chemical methodologies involving C-H bond activation for the functionalization of quinoidal bioactive compounds. Her research interests are focused on C-H bond functionalization and electroorganic chemistry. She is also interested in
aiming at the synthesis of bioactive compounds.
Debabrata Maiti received his PhD from John Hopkins University (USA) in 2008 under the supervision of Prof. Kenneth D. Karlin. After postdoctoral studies at the Massachusetts Institute of Technology (MIT) with Prof. Stephen L. Buchwald (2008-2010), he joined the Department of Chemistry at IIT Bombay in 2011. His research interests are focused on the development of new and sustainable synthetic and catalytic methods.
Renata Gomes Almeida received her degree in Chemistry in 2013. In 2017, she completed her MSc at the Federal University of Minas Gerais under the supervision of Prof. Eufrânio N. da Silva Júnior and, in the same year, she started her PhD studies in the da Silva Júnior group working with methods involving C-H bond activation for obtaining new bioactive compounds. Her research interests are focused on C-H bond activation reactions, mechanistic investigations, and synthesis of naphthoquinoidal bioactive compounds.
Pravas Dolui was born in Kolaghat (Purba Medinipur), West Bengal in 1994. He received his B.Sc. from St Paul's Cathedral Mission College, Calcutta University and M.Sc. from IIT Guwahati. Then, he moved to IIT Bombay to pursue his PhD under the supervision of Prof. Debabrata Maiti. Currently, he is pursuing his PhD on metal catalysed C-H functionalization.
ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-3
content type line 23
ObjectType-Review-1
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob02232b