Literature DB >> 30365326

Inverse-Electron-Demand Diels-Alder Reactions for the Synthesis of Pyridazines on DNA.

Hailong Li1, Zhen Sun1, Wenting Wu1, Xuan Wang1,2, Mingqiang Zhang1, Xiaojie Lu2, Wenge Zhong1, Dongcheng Dai1.   

Abstract

The synthesis of pyridazines on DNA has been developed on the basis of inverse-electron-demand Diels-Alder (IEDDA) reactions of 1,2,4,5-tetrazines. The broad substrate scope is explored. Functionalized pyridazine products are selected for subsequent DNA-compatible Suzuki-Miyaura coupling, acylation, and SNAr substitution reactions, demonstrating the feasibility and versatility of IEDDA reactions for DNA-encoded library synthesis.

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Year:  2018        PMID： 30365326     DOI： 10.1021/acs.orglett.8b03114

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


  11 in total

1.  DNA-Compatible [3 + 2] Nitrone-Olefin Cycloaddition Suitable for DEL Syntheses.

Authors:  Christopher J Gerry; Zhenhua Yang; Michele Stasi; Stuart L Schreiber
Journal:  Org Lett       Date:  2019-02-14       Impact factor: 6.005

2.  Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA-Encoded Library Synthesis.

Authors:  James P Phelan; Simon B Lang; Jaehoon Sim; Simon Berritt; Andrew J Peat; Katelyn Billings; Lijun Fan; Gary A Molander
Journal:  J Am Chem Soc       Date:  2019-02-12       Impact factor: 15.419

3.  N1/N4 1,4-Cycloaddition of 1,2,4,5-Tetrazines with Enamines Promoted by the Lewis Acid ZnCl2.

Authors:  Zixi Zhu; Dale L Boger
Journal:  J Org Chem       Date:  2022-04-13       Impact factor: 4.198

4.  Water-Compatible Cycloadditions of Oligonucleotide-Conjugated Strained Allenes for DNA-Encoded Library Synthesis.

Authors:  Matthias V Westphal; Liam Hudson; Jeremy W Mason; Johan A Pradeilles; Frédéric J Zécri; Karin Briner; Stuart L Schreiber
Journal:  J Am Chem Soc       Date:  2020-04-16       Impact factor: 15.419

Review 5.  DNA-Encoded Chemistry: Drug Discovery from a Few Good Reactions.

Authors:  Patrick R Fitzgerald; Brian M Paegel
Journal:  Chem Rev       Date:  2020-10-12       Impact factor: 72.087

6.  Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis.

Authors:  Jian-Yuan Li; Gabriella Miklossy; Ram K Modukuri; Kurt M Bohren; Zhifeng Yu; Murugesan Palaniappan; John C Faver; Kevin Riehle; Martin M Matzuk; Nicholas Simmons
Journal:  Bioconjug Chem       Date:  2019-07-31       Impact factor: 4.774

7.  Solution-Phase DNA-Compatible Pictet-Spengler Reaction Aided by Machine Learning Building Block Filtering.

Authors:  Ke Li; Xiaohong Liu; Sixiu Liu; Yulong An; Yanfang Shen; Qingxia Sun; Xiaodong Shi; Wenji Su; Weiren Cui; Zhiqiang Duan; Letian Kuai; Hongfang Yang; Alexander L Satz; Kaixian Chen; Hualiang Jiang; Mingyue Zheng; Xuanjia Peng; Xiaojie Lu
Journal:  iScience       Date:  2020-05-07

Review 8.  DNA-encoded libraries (DELs): a review of on-DNA chemistries and their output.

Authors:  Ying Shi; Yan-Ran Wu; Jian-Qiang Yu; Wan-Nian Zhang; Chun-Lin Zhuang
Journal:  RSC Adv       Date:  2021-01-19       Impact factor: 3.361

9.  Merging C(sp3)-H activation with DNA-encoding.

Authors:  Zhoulong Fan; Shuai Zhao; Tao Liu; Peng-Xiang Shen; Zi-Ning Cui; Zhe Zhuang; Qian Shao; Jason S Chen; Anokha S Ratnayake; Mark E Flanagan; Dominik K Kölmel; David W Piotrowski; Paul Richardson; Jin-Quan Yu
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

Review 10.  Opportunities for Expanding Encoded Chemical Diversification and Improving Hit Enrichment in mRNA-Displayed Peptide Libraries.

Authors:  Paddy R A Melsen; Ryoji Yoshisada; Seino A K Jongkees
Journal:  Chembiochem       Date:  2022-02-18       Impact factor: 3.461
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