Literature DB >> 26783691

[3 + 3]-Cycloaddition of Donor-Acceptor Cyclopropanes with Nitrile Imines Generated in Situ: Access to Tetrahydropyridazines.

Lennart K B Garve1, Martin Petzold1, Peter G Jones1, Daniel B Werz1.   

Abstract

Donor-acceptor cyclopropanes are reacted under the influence of a Lewis acid with hydrazonyl chlorides to afford tetrahydropyridazines. Formally, this transformation can be regarded as a [3 + 3]-cycloaddition of three-membered rings and nitrile imines generated in situ. This efficient method provides fast access to a variety of structurally diverse pyridazine derivatives. The structure of a typical product was confirmed by X-ray crystallography.

Entities:  

Year:  2016        PMID： 26783691     DOI： 10.1021/acs.orglett.5b03598

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  12 in total

1.  Lewis-Acid-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thioketenes.

Authors:  Grzegorz Mlostoń; Mateusz Kowalczyk; André U Augustin; Peter G Jones; Daniel B Werz
Journal:  European J Org Chem       Date:  2021-08-25

2.  Radical differentiation of two ester groups in unsymmetrical diazomalonates for highly asymmetric olefin cyclopropanation.

Authors:  Jingyi Wang; Jingjing Xie; Wan-Chen Cindy Lee; Duo-Sheng Wang; X Peter Zhang
Journal:  Chem Catal       Date:  2021-12-29

3.  Palladium-Catalyzed Cascade to Benzoxepins by Using Vinyl-Substituted Donor-Acceptor Cyclopropanes.

Authors:  Matteo Faltracco; Koen N A van de Vrande; Martijn Dijkstra; Jordy M Saya; Trevor A Hamlin; Eelco Ruijter
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-26       Impact factor: 15.336

4.  Ring-Opening 1,3-Aminochalcogenation of Donor-Acceptor Cyclopropanes: A Three-Component Approach.

Authors:  André U Augustin; Peter G Jones; Daniel B Werz
Journal:  Chemistry       Date:  2019-08-07       Impact factor: 5.236

5.  Amide Bond Formation via the Rearrangement of Nitrile Imines Derived from N-2-Nitrophenyl Hydrazonyl Bromides.

Authors:  Mhairi Boyle; Keith Livingstone; Martyn C Henry; Jessica M L Elwood; J Daniel Lopez-Fernandez; Craig Jamieson
Journal:  Org Lett       Date:  2021-12-29       Impact factor: 6.005

6.  Metal- and oxidant-free electrochemically promoted oxidative coupling of amines.

Authors:  Gang Liu; Sen Liu; Zhen Li; Hengyu Chen; Jiashuai Li; Yalin Zhang; Guodong Shen; Bingchuan Yang; Xiude Hu; Xianqiang Huang
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 3.361

7.  Construction of multi-substituted pyrazoles via potassium carbonate-mediated [3 + 2] cycloaddition of in situ generated nitrile imines with cinnamic aldehydes.

Authors:  Mei-Mei Li; Hui Huang; Wanrong Tian; Yiru Pu; Chaozheng Zhang; Jirui Yang; Qing Ren; Feiyan Tao; Yun Deng; Jun Lu
Journal:  RSC Adv       Date:  2022-04-29       Impact factor: 4.036

Review 8.  [3 + n] Cycloaddition Reactions: A Milestone Approach for Elaborating Pyridazine of Potential Interest in Medicinal Chemistry and Optoelectronics.

Authors:  Dorina Amariucai-Mantu; Violeta Mangalagiu; Ionel I Mangalagiu
Journal:  Molecules       Date:  2021-06-02       Impact factor: 4.411

9.  Ring-Opening 1,3-Halochalcogenation of Cyclopropane Dicarboxylates.

Authors:  Jan Wallbaum; Lennart K B Garve; Peter G Jones; Daniel B Werz
Journal:  Org Lett       Date:  2016-12-14       Impact factor: 6.005

Review 10.  Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes.

Authors:  Daniel B Werz; Akkattu T Biju
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-12       Impact factor: 15.336
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.