A [4 + 1] annulation of ortho-electrophile-substituted para-quinone methides for the synthesis of indanes and isoindolines-Reference-Cited by-同舟云学术

A [4 + 1] annulation of ortho-electrophile-substituted para-quinone methides for the synthesis of indanes and isoindolines

Published:2019 Issue:20 Volume:6 Page:3535-3539
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Feng Ziwen¹²³⁴⁵,Yuan Zhenbo¹²³⁴⁵,Zhao Xiaobin¹²³⁴⁵,Huang Yue⁶⁷⁸⁵,Yao Hequan¹²³⁴⁵^ORCID

Affiliation:

1. State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry

2. School of Pharmacy

3. China Pharmaceutical University

4. Nanjing

5. P. R. China

6. Department of Organic Chemistry

7. School of Science

8. China Pharmaceutical University Nanjing

Abstract

Indanes and isoindolines were obtained via a 1,6-conjugated addition/1,4-Michael addition of ortho-electrophile-substituted para-quinone methides with nucleophiles in high yields and with good functional group tolerance.

Funder

Fundamental Research Funds for the Central Universities

State Key Laboratory of Natural Medicines

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/QO/C9QO00977A

Reference60 articles.

1. Effects of selective endothelin (ET)-A receptor antagonist versus dual ET-A/B receptor antagonist on hearts of streptozotocin-treated diabetic rats

2. Development of serotonin transporter reuptake inhibition assays using JAR cells

3. The neuropharmacological profile of tefludazine, a potential antipsychotic drug with dopamine and serotonin receptor antagonistic effects

4. (+)- and (−)-Mutisianthol: First Total Synthesis, Absolute Configuration, and Antitumor Activity

5. Pestalachlorides A–C, antifungal metabolites from the plant endophytic fungus Pestalotiopsis adusta

Cited by 14 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Recent advances in the cyclization of para-quinone methides;Tetrahedron;2023-11

2. Synthesis of N-functionalized 2,3-disubstituted benzofurans/naphthofurans from para-quinone methides and isocyanides via the [4 + 1] annulation pathway;Organic Chemistry Frontiers;2023

3. Bifunctional Squaramide‐Catalyzed Asymmetric [3+2] Annluation Reactions of 2‐Isothiocyanato‐1‐indanones with 2‐Arylidene‐1,3‐indanediones;ChemistrySelect;2022-10-05

4. Gold(I)-Catalyzed Tandem Intramolecular Methoxylation/Double Aldol Condensation Strategy Yielding 2,2′-Spirobi[indene] Derivatives;Organic Letters;2022-09-14

5. Bifunctional thiourea-catalyzed asymmetric [3 + 2] annulation reactions of 2-isothiocyanato-1-indanones with barbiturate-based olefins;Beilstein Journal of Organic Chemistry;2022-01-04