Palladium‐Catalyzed Carbonylative Transformation for the Synthesis of Tetracyclic Indoline Thioesters

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(15), С. 3367 - 3371

Опубликована: Июнь 14, 2024

Abstract Palladium‐catalyzed thioesterification of (aza)indole‐tethered aryl iodides, Mo(CO) 6 , and sulfonyl chlorides is reported. A series C2 thioester‐group substituted indoline‐fused ring compounds are constructed by an intramolecular Heck cyclization carbonylation chemistry involving N ‐(2‐iodobenzoyl)indole. The salient features this three‐component cascade sequence include the use solid as carbon monoxide source good functional group tolerance.

Язык: Английский

---

Synthesis of Cyclopenta[c]quinolines by Palladium-Catalyzed Cyclization of 3-Bromoindoles with Internal Alkynes via Spirocyclic Cyclopentadiene Intermediates

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(13), С. 8984 - 8991

Опубликована: Июнь 20, 2023

A novel method for the construction of a cyclopenta[c]quinoline ring via cyclization 3-bromoindoles with internal alkynes in presence palladium is described. The formation proposed from double [1,5] carbon sigmatropic rearrangement spirocyclic cyclopentadiene intermediate, which generated situ involving sequential alkyne insertion into carbon–palladium bond and dearomatization indole. present studies have developed ring-expansion reaction pyrrole to pyridine one C2–C3 indoles provided simple distinct route tricyclic fused-quinoline derivatives that are not easy access conventional methods.

Язык: Английский

---

Pd‐Catalyzed Asymmetric 5‐exo‐trig Cyclization/Cyclopropanation/Carbonylation of 1,6‐Enynes for the Construction of Chiral 3‐Azabicyclo[3.1.0]hexanes

Angewandte Chemie, Год журнала: 2022, Номер 135(4)

Опубликована: Ноя. 25, 2022

Abstract We herein disclose a mild and efficient access to chiral 3‐azabicyclo[3.1.0]hexanes via Pd‐catalyzed asymmetric 5‐ exo ‐trig cyclization/cyclopropanation/carbonylation of 1,6‐enynes. Various nucleophiles, such as alcohols, phenols, amines water, are well compatible with the reaction system. This forms three C−C bonds, two rings, adjacent quaternary carbon stereocenters one C−O/C−N bond excellent regio‐ enantioselectivities. The products could be further functionalized generate library 3‐azabicyclo[3.1.0]hexane frameworks.

Язык: Английский

---

Synthesis of Chiral Heterocycles from Asymmetric Cascade Palladium Catalysis

Current Organic Chemistry, Год журнала: 2023, Номер 27(2), С. 71 - 92

Опубликована: Янв. 1, 2023

Abstract: This review updates the field of asymmetric cascade palladium catalysis applied to synthesis chiral heterocycles since 2019. It illustrates how much a diversity catalysts promote unprecedented domino reactions many types, allowing direct access wide variety complex and densely functionalized heterocyclic molecules.

Язык: Английский

---

Dearomatization of indoles via palladium-catalyzed carbonylation using Co₂(CO)₈ as the carbonyl source leading to carbonyl-containing spiroindolenines

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(20), С. 5242 - 5247

Опубликована: Янв. 1, 2023

A Pd-catalyzed carbonylative dearomatization of indoles using Co 2 (CO) 8 as a safe CO source has been reported.

Язык: Английский

---