Tandem 1,6-addition/cyclopropanation/rearrangement reaction of vinylogous para-quinone methides with 3-chlorooxindoles: construction of vicinal quaternary carbon centers DOI
Yuan Pan, Weiwu Ren,

Zhanhao Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(14), С. 3697 - 3708

Опубликована: Янв. 1, 2022

A novel tandem 1,6-addition/cyclopropanation/rearrangement reaction of vinylogous para -quinone methides with 3-chlorooxindoles has been developed, providing dispirooxindole–cyclopentane–cyclohexadienones vicinal quaternary carbon centers.

Язык: Английский

Pd-Catalyzed asymmetric decarboxylation for the construction of spiro[4.5]deca-6,9-dien-8-ones featuring vicinal quaternary carbons DOI

Haiyu Sun,

Yicheng He,

Wusheng Guo

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(18), С. 4861 - 4866

Опубликована: Янв. 1, 2022

A Pd-catalyzed decarboxylative strategy for the asymmetric construction of spiro[4.5]deca-6,9-dien-8-ones is reported. The epimerization resultant products occurred under otherwise Pd-catalysis.

Язык: Английский

Процитировано

11
Synthesis of Bisspiro(oxindole)s by DMAP‐Catalyzed [3+2] Annulation of Isatin‐Derived Morita‐Baylis‐Hillman Carbonates DOI

Xiaohao Wang,

Xingfu Wei,

Yongqiang Xu

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(28)

Опубликована: Май 27, 2024

Abstract A straightforward [3+2] annulation method for synthesizing bisspiro(oxindole) derivatives has been developed by using isatin‐derived Morita‐Baylis‐Hillman carbonates and p ‐quinone methides ( ‐QMs) with 4‐dimethylaminopyridine (DMAP) as the catalyst. The optimized protocol in dichloromethane (DCM) solvent achieves good yields (up to 87 %) diastereoselectivity (>20 : 1). versatility of is shown through synthesis various derivatives, including chiral variants up 82 % ee. intermediates were captured HRMS, a plausible reaction pathway was proposed.

Язык: Английский

Процитировано

2
Acid-mediated decarboxylative C–H coupling between arenes and O-allyl carbamates DOI Creative Commons
Camilla Loro, Julie Oble, Francesca Foschi

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(6), С. 1711 - 1718

Опубликована: Янв. 1, 2022

Treatment of O -allyl N -tosyl carbamates with arenes in the presence Cu(OTf) 2 or TMSOTf as promoters affords -substituted 1-arylpropan-2-amines, 1,2-diarylpropanes, 1,1-diarylpropanes, indanes, depending on nature promoter.

Язык: Английский

Процитировано

10
An Efficient Approach to Access 2,2‐Diarylanilines via Visible‐Light‐Promoted Decarboxylative Cross‐Coupling Reactions DOI
Cong Luo,

Tongyao Zhou,

Wei Wang

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2021, Номер 10(9), С. 2342 - 2346

Опубликована: Июль 24, 2021

Abstract A straightforward protocol for the visible‐light‐promoted decarboxylative 1,6‐conjugate addition of N ‐aryl glycines to para ‐quinone methides under transition‐metal‐free conditions is disclosed. This method provides scalable and efficient access 2,2‐diarylanilines with biological pharmacologic potential in good excellent yields (39 examples, up 97% yield). The synthetic utility this work has been illustrated synthesis 3‐substituted indoline.

Язык: Английский

Процитировано

8
Tandem 1,6-addition/cyclopropanation/rearrangement reaction of vinylogous para-quinone methides with 3-chlorooxindoles: construction of vicinal quaternary carbon centers DOI
Yuan Pan, Weiwu Ren,

Zhanhao Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(14), С. 3697 - 3708

Опубликована: Янв. 1, 2022

A novel tandem 1,6-addition/cyclopropanation/rearrangement reaction of vinylogous para -quinone methides with 3-chlorooxindoles has been developed, providing dispirooxindole–cyclopentane–cyclohexadienones vicinal quaternary carbon centers.

Язык: Английский

Процитировано

6