One Pot Tandem P-Michael Addition/SN2/Intramolecular Wittig Reaction of aza-o-Quinone Methides: Construction of 2,3-Disubstituted Dihydroquinoline Derivatives DOI

Y. C. Liu,

Hang Cheng,

Zhao‐Lin He

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(7), P. 2241 - 2241

Published: Jan. 1, 2024

Language: Английский

Substrate-controlled [4+1] and [3+2] annulations of ninhydrin-derived Morita–Baylis–Hillman carbonates to access polysubstituted furans and cyclopentenes DOI
Kai‐Kai Wang,

LI Yan-li,

Yafei Li

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(27), P. 3717 - 3720

Published: Jan. 1, 2024

The substrate-enabled switching of the regioselectivity allows for efficient regiocontrol via [4+1] and [3+2] annulations ninhydrin-derived MBH carbonates with α,β-unsaturated ketones to access highly substituted furans cyclopentene.

Language: Английский

Citations

5
Synthesis of polysubstituted spiroazepines via [4 + 3] annulation reaction of ninhydrin-derived Morita−Baylis−Hillman carbonates with 1‑heterodienes DOI
Kai‐Kai Wang, Yafei Li, R. Bi

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141478 - 141478

Published: Jan. 1, 2025

Language: Английский

Citations

0
Lewis Base Controlled (4 + 3) and (4 + 2) Annulations of MBH Carbonates with Benzofuran‐derived Azadienes: Access to Highly Substituted Benzofuro[3,2‐b]azepines and Spirotetrahydroquinolines DOI
Kai‐Kai Wang,

Ya‐Fei Li,

Lanxin Li

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(21), P. 4521 - 4527

Published: Aug. 7, 2024

Abstract Catalyst‐controlled switchable (4+3) and (4+2) annulation reactions of Morita–Baylis–Hillman carbonates with benzofuran‐derived azadienes have been established. Employing PCy 3 as the catalyst, reaction could provide a variety synthetically useful benzofuro[3,2‐ b ]azepines in good yields (80–92%) excellent chemo‐ regioselectivities via cycloaddition reactions. Whereas changing catalyst from to DMAP, were switched construct highly substituted spirotetrahydroquinoline scaffolds three sequential stereocenters containing all‐carbon spiro‐quaternary efficiency diastereoselectivities (92–96% all cases>25:1 dr ) annulations. In addition, synthetic utility this method was further showcased by gram‐scale transformations product.

Language: Английский

Citations

2
One Pot Tandem P-Michael Addition/SN2/Intramolecular Wittig Reaction of aza-o-Quinone Methides: Construction of 2,3-Disubstituted Dihydroquinoline Derivatives DOI

Y. C. Liu,

Hang Cheng,

Zhao‐Lin He

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(7), P. 2241 - 2241

Published: Jan. 1, 2024

Language: Английский

Citations

0