Transient Directing Groups for Transformative C–H Activation by Synergistic Metal Catalysis
Sign Up to like & getrecommendations! Published in 2017 at "Chem"
DOI: 10.1016/j.chempr.2017.11.002
Abstract: Summary The development of methods for the functionalization of otherwise inert C–H bonds is one of the major foci in molecular syntheses. Recent advances have significantly improved the arsenal of synthetic chemistry, enabling the use… read more here.
Keywords: directing groups; groups transformative; metal; transformative activation ... See more keywords
Transient Directing Group Strategy as a Unified Method for Site Selective Direct C4-H Halogenation of Indoles.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03131
Abstract: A unified method for direct C4-H halogenation of indoles has been accomplished with the assistance of anthranilic acids as suitable transient directing groups. Exclusive site selectivity (one out of five potential reactive sites) as well… read more here.
Keywords: unified method; site; transient directing; direct halogenation ... See more keywords
Pd(II)-Catalyzed Transient Directing Group-Assisted Regioselective Diverse C4-H Functionalizations of Indoles.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00320
Abstract: The development of a rational strategy for achieving site-selective C4-H halogenation of indoles is an appealing yet challenging task. Herein, we disclose a Pd(II)-catalyzed transient directing group (TDG)-assisted methodology for realizing C4 chlorination/bromination of indoles… read more here.
Keywords: transient directing; methodology; group assisted; catalyzed transient ... See more keywords
Pd(II)-Catalyzed C4-Selective Alkynylation of Indoles by a Transient Directing Group.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c01970
Abstract: With alanine as a transient directing group, Pd-catalyzed regioselective alkynylation at the indole C4-position was successfully established in a good yield. The total synthesis of the PAF antagonist demonstrated the synthetic utility of this protocol.… read more here.
Keywords: directing group; group catalyzed; catalyzed selective; transient directing ... See more keywords
Copper-Mediated C(sp2)-H Thiolation of Free Amines Enabled by a Transient Directing Group.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c01299
Abstract: A copper-mediated C-H thiolation reaction of benzylamines has been developed using a transient directing group strategy. In this reaction, picolinaldehyde was used as the catalyst, which forms a transient imine directing group in situ with… read more here.
Keywords: directing group; thiolation; transient directing; copper mediated ... See more keywords
Dual Role of Anthranils as Amination and Transient Directing Group Sources: Synthesis of 2-Acyl Acridines.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b01571
Abstract: The transient directing group promoted C(sp2)-H functionalization of benzaldehydes with anthranils by a cationic rhodium(III) catalyst is described. Notably, anthranils have been used as both transient directing groups and amination sources to afford 2-acyl acridines… read more here.
Keywords: acyl acridines; dual role; directing group; group ... See more keywords
Palladium-Catalyzed β-C-H Arylation of Aliphatic Aldehydes and Ketones Using Amino Amide as a Transient Directing Group.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00366
Abstract: This paper describes a new amino-amide-based transient directing group (TDG). The TDG can exhibit better performance in the Pd-catalyzed arylation of aliphatic aldehydes and ketones. This reaction showed good substrate compatibility and regioselectivity. The results… read more here.
Keywords: aliphatic aldehydes; directing group; arylation aliphatic; amino amide ... See more keywords
Transient Directing Group Enabled Pd-catalyzed γ-C(sp3)-H Oxygenation of Alkyl Amines.
Sign Up to like & getrecommendations! Published in 2020 at "ACS catalysis"
DOI: 10.1021/acscatal.0c01310
Abstract: We report a general protocol for γ-C(sp3)-H acyloxylation and alkoxylation of free amines using 2-hydroxynicotinaldehyde as the transient directing group. In the presence of an electrophilic fluorinating bystanding oxidant and acetic acid, a wide range… read more here.
Keywords: directing group; catalyzed sp3; group enabled; transient directing ... See more keywords
Combining transition metals and transient directing groups for C–H functionalizations
Sign Up to like & getrecommendations! Published in 2018 at "RSC Advances"
DOI: 10.1039/c8ra03230k
Abstract: In the domain of synthetic chemistry, C–H bond activation has always remained in the spotlight for researchers over the last few decades. Although different strategies have been employed to chemically trigger unactivated C–H bonds, transition… read more here.
Keywords: directing groups; transition metals; combining transition; metals transient ... See more keywords
Transient directing group enabled Pd-catalyzed C–H oxygenation of benzaldehydes and benzylic amines
Sign Up to like & getrecommendations! Published in 2022 at "RSC Advances"
DOI: 10.1039/d2ra00241h
Abstract: We report a general protocol for ortho-C–H fluoroalkoxylation of benzaldehydes and benzylic amines utilizing an inexpensive amino amide as a transient directing group. In the presence of an electrophilic fluorinating bystanding oxidant and fluorinated alcohols,… read more here.
Keywords: transient directing; benzaldehydes benzylic; benzylic amines; group enabled ... See more keywords