Metal-catalyzed approaches toward the oxindole core

AD Marchese, EM Larin, B Mirabi… - Accounts of Chemical …, 2020 - ACS Publications
Conspectus The oxindole scaffold is a privileged structural motif that is found in a variety of
bioactive targets and natural products. Moreover, derivatives of the oxindole structure are …

“K‐synthesis”: recent advancements in natural product synthesis enabled by unique methods and strategies development in Korea

S Han - Bulletin of the Korean Chemical Society, 2023 - Wiley Online Library
Natural product synthesis has lain at the heart of organic chemistry. Complex structures of
natural products have inspired chemists to develop new methods and strategies. The utility …

Selective cyclization of arylnitrones to indolines under external oxidant-free conditions: Dual role of Rh (III) catalyst in the C–H activation and oxygen atom transfer

RB Dateer, S Chang - Journal of the American Chemical Society, 2015 - ACS Publications
The first example of Rh (III)-catalyzed cyclization of arylnitrones to indolines under external
oxidant-free conditions is presented. An intermolecular coupling of arylnitrones with internal …

Enantioselective synthesis of pyroglutamic acid esters from glycinate via carbonyl catalysis

J Ma, Q Zhou, G Song, Y Song, G Zhao… - Angewandte …, 2021 - Wiley Online Library
Direct α‐functionalization of NH2‐free glycinates with relatively weak electrophiles such as
α, β‐unsaturated esters still remains a big challenge in organic synthesis. With chiral …

Synthetic strategies to access heteroatomic spirocentres embedded in natural products

MP Badart, BC Hawkins - Synthesis, 2021 - thieme-connect.com
The spirocyclic motif is abundant in natural products and provides an ideal three-
dimensional template to interact with biological targets. With significant attention historically …

Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A

S De, MK Das, S Bhunia, A Bisai - Organic letters, 2015 - ACS Publications
The first enantioselective total syntheses of architecturally interesting prenylated
pyrroloindole alkaloids,(−)-pseudophrynamines 272A (3d) and 270 (3b), have been …

Asymmetric Organocatalyzed Michael Addition of Nitromethane to a 2‐Oxoindoline‐3‐ylidene Acetaldehyde and the Three One‐Pot Sequential Synthesis of (−) …

T Mukaiyama, K Ogata, I Sato… - Chemistry–A European …, 2014 - Wiley Online Library
Horsfiline and (−)‐coerulescine were synthesized through three one‐pot operations in 33
and 46% overall yield, respectively. Key to the success was the efficient use of a …

Rhodium (I)-Catalyzed Formate-Mediated Domino Heck/1, 4-Hydride Addition toward Oxindoles

EM Larin, J Masson-Makdissi, YJ Jang… - ACS Catalysis, 2022 - ACS Publications
We report a rhodium-catalyzed domino strategy for the preparation of oxindole-containing
products starting from simple ortho-bromoaniline-derived acrylamides. Mechanistic and …

An Efficient Approach for 3, 3-Disubstituted Oxindoles Synthesis: Aryl Iodine Catalyzed Intramolecular C–N Bond Oxidative Cross-Coupling

Y Wang, M Yang, YY Sun, ZG Wu, H Dai, S Li - Organic Letters, 2021 - ACS Publications
Herein, we report the first intramolecular C–N bond formation of phenylpropanamide
derivatives via organocatalytic oxidative reactions, affording 3, 3-disubstituted oxindole …

Oleic acid: a benign Brønsted acidic catalyst for densely substituted indole derivative synthesis

A Ganesan, J Kothandapani, JB Nanubolu… - RSC Advances, 2015 - pubs.rsc.org
Oleic acid was identified to catalyse bis (indolyl) methane and densely functionalized 4H-
chromene, spirooxindole and spiro [indoline-3, 4′-pyrano [2, 3-c] pyrazole] derivative …