Literature DB >> 32297745

Synthesis of the 1,2,4-Thiadiazole Alkaloid Polyaurine B.

Daniel G Anstis1, Ashley C Lindsay1, Tilo Söhnel1, Jonathan Sperry1.   

Abstract

A short synthesis of the natural product polyaurine B is described. The 1,2,4-thiadiazole heterocycle was assembled using a Cu(II)-mediated heterocyclization reaction that forges the N-S bond. The final acylation step to install the methylcarbamate must be conducted under anhydrous, nonbasic conditions to prevent thiadiazole ring opening initiated by attack of hydroxide at C-5.

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Year:  2020        PMID: 32297745     DOI: 10.1021/acs.jnatprod.0c00166

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  1 in total

1.  Iridium-catalyzed regioselective C-H sulfonamidation of 1,2,4-thiadiazoles with sulfonyl azides in water.

Authors:  Xian-Ting Cao; Su-Ning Wei; Hao-Tian Sun; Meng Li; Zuo-Ling Zheng; Guannan Wang
Journal:  RSC Adv       Date:  2021-06-22       Impact factor: 4.036

  1 in total

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