Literature DB >> 22588514

Asymmetric Friedel-Crafts alkylation of indoles with 3-nitro-2H-chromenes catalyzed by diphenylamine-linked bis(oxazoline) and bis(thiazoline) Zn(II) complexes.

Yang Jia1, Wen Yang, Da-Ming Du.   

Abstract

An efficient diastereo- and enantioselective Friedel-Crafts alkylation of indoles with 3-nitro-2H-chromenes catalyzed by diphenylamine-linked bis(oxazoline) and bis(thiazoline) Zn(II) complexes has been developed. This asymmetric Friedel-Crafts alkylation led to medicinally privileged indolyl(nitro)chromans in good yields with high enantioselectivities (up to 95% ee) and diastereoselectivities under mild reaction conditions.

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Year:  2012        PMID: 22588514     DOI: 10.1039/c2ob25360g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Diastereoselective construction of 4-indole substituted chromans bearing a ketal motif through a three-component Friedel-Crafts alkylation/ketalization sequence.

Authors:  Jiao-Mei Guo; Wen-Bo Wang; Jia Guo; Yan-Shuo Zhu; Xu-Guan Bai; Shao-Jing Jin; Qi-Lin Wang; Zhan-Wei Bu
Journal:  RSC Adv       Date:  2018-04-25       Impact factor: 3.361

3.  Catalytic asymmetric tandem Friedel-Crafts alkylation/Michael addition reaction for the synthesis of highly functionalized chromans.

Authors:  Jiahuan Peng; Da-Ming Du
Journal:  Beilstein J Org Chem       Date:  2013-06-24       Impact factor: 2.883

4.  Asymmetric synthesis of 2,4,5-trisubstituted Δ2-thiazolines.

Authors:  Christoffer Bengtsson; Hanna Nelander; Fredrik Almqvist
Journal:  Chemistry       Date:  2013-06-17       Impact factor: 5.236

  4 in total

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