Literature DB >> 12735781

Total synthesis of debromoflustramine B via biomimetic alkylative cyclization.

Gan Hup Tan1, Xiuwen Zhu, A Ganesan.   

Abstract

[reaction: see text] The hexahydropyrrolo[2,3-b]indoline skeleton is readily accessed by the zinc triflate-mediated alkylation of tryptamine derivatives. The methodology was employed in a three-step total synthesis of debromoflustramine B.

Entities:  

Year:  2003        PMID: 12735781     DOI: 10.1021/ol034516+

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


  6 in total

1.  Exploration of the interrupted Fischer indolization reaction.

Authors:  Alex W Schammel; Ben W Boal; Liansuo Zu; Tehetena Mesganaw; Neil K Garg
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

2.  Direct, chemoselective N-tert-prenylation of indoles by C-H functionalization.

Authors:  Michael R Luzung; Chad A Lewis; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  Direct prenylation of aromatic and alpha,beta-unsaturated carboxamides via iridium-catalyzed C-H oxidative addition-allene insertion.

Authors:  Yong Jian Zhang; Eduardas Skucas; Michael J Krische
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

4.  1-Alkyl-3-alkylindolin-2-imine hydrochlorides as useful building blocks in the copper-catalyzed synthesis of polycyclic indoline scaffolds.

Authors:  Can Liu; Haijun Yang; Changjin Zhu; Hua Fu
Journal:  RSC Adv       Date:  2019-03-14       Impact factor: 3.361

5.  Formation of Pyrroloindolines via the Alkylation of Tryptamines with Trichloroacetimidates.

Authors:  Bhaskar D Joshi; John D Chisholm
Journal:  Tetrahedron Lett       Date:  2021-07-01       Impact factor: 2.032

6.  Dearomative Indole (3 + 2) Reactions with Azaoxyallyl Cations--New Method for the Synthesis of Pyrroloindolines.

Authors:  Maria C DiPoto; Russell P Hughes; Jimmy Wu
Journal:  J Am Chem Soc       Date:  2015-11-17       Impact factor: 15.419

  6 in total

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