Increasing the reactivity of amides towards organometallic reagents: an overview

V Pace, W Holzer, B Olofsson - Advanced Synthesis & Catalysis, 2014 - Wiley Online Library
The nucleophilic addition of carbon nucleophiles to amides has traditionally been a difficult
task, both due to reactivity and selectivity problems. When successful, these processes …

Direct transformations of amides: tactics and recent progress

PQ Huang - Acta Chimica Sinica, 2018 - sioc-journal.cn
Amides are a class of easily available compounds, and widely serve as versatile
intermediates in organic synthesis and medicinal chemistry. Amide-based transformations …

Enantioselective reductive cyanation and phosphonylation of secondary amides by iridium and chiral thiourea sequential catalysis

DH Chen, WT Sun, CJ Zhu, GS Lu… - Angewandte Chemie …, 2021 - Wiley Online Library
The combination of transition‐metal catalysis and organocatalysis increasingly offers
chemists opportunities to realize diverse unprecedented chemical transformations. By …

Chemoselectivity change in catalytic hydrogenolysis enabling urea-reduction to formamide/amine over more reactive carbonyl compounds

T Iwasaki, K Tsuge, N Naito, K Nozaki - Nature Communications, 2023 - nature.com
The selective transformation of a less reactive carbonyl moiety in the presence of more
reactive ones can realize straightforward and environmentally benign chemical processes …

Unified total synthesis of stemoamide-type alkaloids by chemoselective assembly of five-membered building blocks

M Yoritate, Y Takahashi, H Tajima… - Journal of the …, 2017 - ACS Publications
A unified total synthesis of stemoamide-type alkaloids is reported. Our synthetic approach
features the chemoselective convergent assembly of five-membered building blocks via …

Multicatalysis protocol enables direct and versatile enantioselective reductive transformations of secondary amides

H Chen, ZZ Wu, DY Shao, PQ Huang - Science Advances, 2022 - science.org
The catalytic asymmetric geminal bis-nucleophilic addition to nonreactive functional groups
is a type of highly desirable yet challenging transformation in organic chemistry. Here, we …

Total synthesis of complex alkaloids by nucleophilic addition to amides

T Sato, M Yoritate, H Tajima, N Chida - Organic & biomolecular …, 2018 - pubs.rsc.org
Nucleophilic addition to amides has been recognized as a promising transformation for total
synthesis of complex alkaloids. Amides can accept two different organometallic reagents …

Reverse polarity reductive functionalization of tertiary amides via a dual iridium-catalyzed hydrosilylation and single electron transfer strategy

T Rogova, P Gabriel, S Zavitsanou, JA Leitch… - ACS …, 2020 - ACS Publications
A strategy for the mild generation of synthetically valuable α-amino radicals from robust
tertiary amide building blocks has been developed. By combining Vaska's complex …

An Iridium-Catalyzed Reductive Approach to Nitrones from N-Hydroxyamides

S Katahara, S Kobayashi, K Fujita… - Journal of the …, 2016 - ACS Publications
An Ir-catalyzed reductive formation of functionalized nitrones from N-hydroxyamides was
reported. The reaction took place through two types of iridium-catalyzed reactions including …

Iridium‐Catalyzed Reductive Alkylations of Secondary Amides

W Ou, F Han, XN Hu, H Chen… - Angewandte Chemie, 2018 - Wiley Online Library
Reported herein is the first direct, metal‐catalyzed reductive functionalization of secondary
amides to give functionalized amines and heterocycles. The method is shown to have …