Literature DB >> 15137753

Synthesis of tertiary propargylamines by sequential reactions of in situ generated thioiminium salts with organolithium and -magnesium reagents.

Toshiaki Murai1, Yuichiro Mutoh, Yukiyasu Ohta, Masahiro Murakami.   

Abstract

Sequential reactions of thioiminium salts generated from thioamides and methyl triflate with organolithium and -magnesium reagents proceed smoothly to give tertiary propargylamines in moderate to high yields. In all cases, two different organometallic reagents are incorporated into the starting thioamides.

Entities:  

Year:  2004        PMID： 15137753     DOI： 10.1021/ja048627v

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

1.  Cu-catalyzed cross-dehydrogenative coupling: a versatile strategy for C-C bond formations via the oxidative activation of sp(3) C-H bonds.

Authors:  Zhiping Li; D Scott Bohle; Chao-Jun Li
Journal:  Proc Natl Acad Sci U S A       Date:  2006-06-05       Impact factor: 11.205

2.  Recyclable Cu/C3N4 composite catalyzed AHA/A3 coupling reactions for the synthesis of propargylamines.

Authors:  Hang Xu; Jun Wang; Peng Wang; Xiyu Niu; Yidan Luo; Li Zhu; Xiaoquan Yao
Journal:  RSC Adv       Date:  2018-09-24       Impact factor: 4.036

3.  Tertiary amine synthesis via reductive coupling of amides with Grignard reagents.

Authors:  Lan-Gui Xie; Darren J Dixon
Journal:  Chem Sci       Date:  2017-09-11       Impact factor: 9.825

4.  Iridium-catalyzed reductive Ugi-type reactions of tertiary amides.

Authors:  Lan-Gui Xie; Darren J Dixon
Journal:  Nat Commun       Date:  2018-07-19       Impact factor: 14.919

5.  Preparation and facile addition reactions of iminium salts derived from amino ketene silyl acetal and amino silyl enol ether.

Authors:  Makoto Shimizu; Shingo Hata; Koichi Kondo; Kazuhiro Murakami; Isao Mizota; Yusong Zhu
Journal:  RSC Adv       Date:  2020-07-24       Impact factor: 4.036

6.  Facile synthesis of α-aminoboronic acids from amines and potassium acyltrifluoroborates (KATs) via trifluoroborate-iminiums (TIMs).

Authors:  Tomoya Shiro; Anne Schuhmacher; Moritz K Jackl; Jeffrey W Bode
Journal:  Chem Sci       Date:  2018-05-16       Impact factor: 9.825

7.  Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides.

Authors:  Bantu Udaykumar; Mariappan Periasamy
Journal:  ACS Omega       Date:  2019-12-02

8.  Iterative addition of carbon nucleophiles to N,N-dialkyl carboxamides for synthesis of α-tertiary amines.

Authors:  Jiahua Chen; Jun Wei Lim; Derek Yiren Ong; Shunsuke Chiba
Journal:  Chem Sci       Date:  2021-11-26       Impact factor: 9.825
  8 in total

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