Literature DB >> 26569439

Transition-Metal-Free Oxidative Aliphatic C-H Azidation.

Xiaofei Zhang1, Haodong Yang1, Pingping Tang1.   

Abstract

The first example of a practical and selective azidation of unactivated aliphatic C-H bonds with easily handled sulfonyl azides as azide source without the use of transition metals has been explored. This method is operationally simple, scalable, and applicable to late-stage azidation of natural products and derivatives, which make it a valuable method for the synthesis of organic azides.

Entities:  

Year:  2015        PMID: 26569439     DOI: 10.1021/acs.orglett.5b03001

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


  12 in total

Review 1.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

Authors:  Zachary G Brill; Matthew L Condakes; Chi P Ting; Thomas J Maimone
Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

2.  Remote C(sp3)-H Oxygenation of Protonated Aliphatic Amines with Potassium Persulfate.

Authors:  Melissa Lee; Melanie S Sanford
Journal:  Org Lett       Date:  2017-01-17       Impact factor: 6.005

3.  Site-Selective Aliphatic C-H Chlorination Using N-Chloroamides Enables a Synthesis of Chlorolissoclimide.

Authors:  Ryan K Quinn; Zef A Könst; Sharon E Michalak; Yvonne Schmidt; Anne R Szklarski; Alex R Flores; Sangkil Nam; David A Horne; Christopher D Vanderwal; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2016-01-06       Impact factor: 15.419

4.  Harnessing the biocatalytic potential of iron- and α-ketoglutarate-dependent dioxygenases in natural product total synthesis.

Authors:  Christian R Zwick; Hans Renata
Journal:  Nat Prod Rep       Date:  2020-02-14       Impact factor: 13.423

5.  Radical C(sp3)-H functionalization and cross-coupling reactions.

Authors:  Dung L Golden; Sung-Eun Suh; Shannon S Stahl
Journal:  Nat Rev Chem       Date:  2022-05-17       Impact factor: 34.571

6.  Decatungstate-photocatalysed C(sp3)-H azidation.

Authors:  Yen-Chu Lu; Shih-Chieh Kao; Julian G West
Journal:  Chem Commun (Camb)       Date:  2022-04-14       Impact factor: 6.065

7.  Late-Stage Diversification: A Motivating Force in Organic Synthesis.

Authors:  Kelly E Kim; Alexia N Kim; Carter J McCormick; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2021-10-06       Impact factor: 16.383

8.  Late Stage Azidation of Complex Molecules.

Authors:  Rashad R Karimov; Ankit Sharma; John F Hartwig
Journal:  ACS Cent Sci       Date:  2016-10-07       Impact factor: 14.553

9.  A visible-light-promoted radical reaction system for azidation and halogenation of tertiary aliphatic C-H bonds.

Authors:  Yaxin Wang; Guo-Xing Li; Guohui Yang; Gang He; Gong Chen
Journal:  Chem Sci       Date:  2016-01-11       Impact factor: 9.825

10.  Mangana(iii/iv)electro-catalyzed C(sp3)-H azidation.

Authors:  Tjark H Meyer; Ramesh C Samanta; Antonio Del Vecchio; Lutz Ackermann
Journal:  Chem Sci       Date:  2020-12-28       Impact factor: 9.825

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