Literature DB >> 26161582

Synthesis of Pyrroles through Rhodium(III)-Catalyzed Reactions of Allylamines and Alkenes.

Dong-Su Kim1, Yong-Sik Seo1, Chul-Ho Jun1.   

Abstract

Pyrrole derivatives are generated in reactions of allylamines with alkenes that are promoted by a Rh(III) catalyst in the presence of AgOAc. This process, which involves chelation assisted C-H bond activation and N-annulation, is applied to a three step synthesis of Zomepirac.

Entities:  

Year:  2015        PMID： 26161582     DOI： 10.1021/acs.orglett.5b01811

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


  2 in total

1.  Ortho group activation of a bromopyrrole ester in Suzuki-Miyaura cross-coupling reactions: Application to the synthesis of new microtubule depolymerizing agents with potent cytotoxic activities.

Authors:  John T Gupton; Scott Yeudall; Nakul Telang; Megan Hoerrner; Ellis Huff; Evan Crawford; Katie Lounsbury; Michael Kimmel; William Curry; Andrew Harrison; Wen Juekun; Alex Shimozono; Joe Ortolani; Kristin Lescalleet; Jon Patteson; Veronica Moore-Stoll; Cristina C Rohena; Susan L Mooberry; Ahmad J Obaidullah; Glen E Kellogg; James A Sikorski
Journal:  Bioorg Med Chem       Date:  2017-04-11       Impact factor: 3.641

2.  Further studies on the application of vinylogous amides and β-halovinylaldehydes to the regiospecific synthesis of unsymmetrical, polyfunctionalized 2,3,4- and 1,2,3,4- substituted pyrroles.

Authors:  John T Gupton; Alex Shimozono; Evan Crawford; Joe Ortolani; Evan Clark; Matt Mahoney; Campbell Heese; Jeffrey Noble; Carlos Perez Mandry; Rene Kanters; Raymond N Dominey; Emma W Goldman; James A Sikorski; Daniel C Fisher
Journal:  Tetrahedron       Date:  2018-04-07       Impact factor: 2.457
  2 in total

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