2, 5-Diketopiperazines: synthesis, reactions, medicinal chemistry, and bioactive natural products

AD Borthwick - Chemical reviews, 2012 - ACS Publications
2, 5-Diketopiperazines (2, 5-DKPs) are cyclodipeptides obtained by the condensation of two
α-amino acids. They not only abound in nature but are often produced as degradation …

[HTML][HTML] Synthesis of indole derivatives as prevalent moieties present in selected alkaloids

MM Heravi, Z Amiri, K Kafshdarzadeh, V Zadsirjan - RSC advances, 2021 - pubs.rsc.org
Indoles are a significant heterocyclic system in natural products and drugs. They are
important types of molecules and natural products and play a main role in cell biology. The …

Dearomative Indole (3+ 2) Reactions with Azaoxyallyl Cations–New Method for the Synthesis of Pyrroloindolines

MC DiPoto, RP Hughes, J Wu - Journal of the American Chemical …, 2015 - ACS Publications
Herein, we report the first examples of the synthesis of pyrroloindolines by means of (3+ 2)
dearomative annulation reactions between 3-substituted indoles and highly reactive …

Iron (II) Bromide-Catalyzed Intramolecular C–H Bond Amination [1, 2]-Shift Tandem Reactions of Aryl Azides

Q Nguyen, T Nguyen, TG Driver - Journal of the American …, 2013 - ACS Publications
Iron (II) bromide catalyzes the transformation of ortho-substituted aryl azides into 2, 3-
disubstituted indoles through a tandem ethereal C–H bond amination [1, 2]-shift reaction …

Synthesis of C2 Substituted Benzothiophenes via an Interrupted Pummerer/[3,3]‐Sigmatropic/1,2‐Migration Cascade of Benzothiophene S‐Oxides

Z He, HJ Shrives, JA Fernández‐Salas… - Angewandte Chemie …, 2018 - Wiley Online Library
Functionalized benzothiophenes are important scaffolds found in molecules with wide
ranging biological activity and in organic materials. We describe an efficient, metal‐free …

Direct prenylation of aromatic and α, β-unsaturated carboxamides via iridium-catalyzed C− H oxidative addition− allene insertion

YJ Zhang, E Skucas, MJ Krische - Organic letters, 2009 - ACS Publications
Exposure of aromatic carboxamides 1e− 1m, heteroaromatic carboxamides 1n− 1p, and α, β-
unsaturated carboxamides 1q− 1s to 1, 1-dimethylallene in the presence of the a cationic …

Simple indole alkaloids and those with a nonrearranged monoterpenoid unit

M Ishikura, K Yamada - Natural Product Reports, 2009 - pubs.rsc.org
Simple indole alkaloids and those with a nonrearranged monoterpenoid unit - Natural Product
Reports (RSC Publishing) DOI:10.1039/B820693G Royal Society of Chemistry View PDF …

Sequential Electrophilic Trifluoromethanesulfanylation–Cyclization of Tryptamine Derivatives: Synthesis of C(3)-Trifluoromethanesulfanylated Hexahydropyrrolo[2,3-b …

Y Yang, X Jiang, FL Qing - The Journal of Organic Chemistry, 2012 - ACS Publications
A practical and efficient synthesis of C (3)-trifluoromethanesulfanylated hexahydropyrrolo [2,
3-b] indoles 5 from tryptamine derivatives was described. The features of this synthesis …

Direct, Chemoselective Ntert‐Prenylation of Indoles by CH Functionalization

MR Luzung, CA Lewis, PS Baran - … Chemie International Edition, 2009 - Wiley Online Library
Prenylated indole alkaloids have long been targets for total synthesis, since they possess a
broad range of medicinal properties and intriguing architectures.[1] Our interest in this family …

Visible-light-mediated construction of pyrroloindolines via an amidyl radical cyclization/carbon radical addition cascade: rapid synthesis of (±)-flustramide B

K Wu, Y Du, T Wang - Organic letters, 2017 - ACS Publications
The development of visible-light-mediated synthesis of pyrroloindolines via an amidyl
radical cyclization–carbon radical functionalization cascade is reported. The transformation …