Literature DB >> 31651173

Synthesis of Indolizine and Pyrrolo[1,2-a]azepine Derivatives via a Gold(I)-Catalyzed Three-Step Cascade.

Fatih Sirindil1, Stéphane Golling1, Raphaël Lamare1, Jean-Marc Weibel1, Patrick Pale1, Aurélien Blanc1.   

Abstract

Linear N-alkenyl or alkynyl N-sulfonyl 1-aminobut-3-yn-2-ones are converted into bicyclic indolizines and pyrrolo[1,2-a]azepine-type alkaloids upon gold(I) catalysis (17 examples, 10-85%). The reaction cascade allowed formation of C-N, O-S, and C-C bonds via a cycloisomerization/sulfonyl migration/cyclization process using 10 mol % of [(2-biphenyl)di-tert-butylphosphine]gold(I) triflimide complex in dichloromethane.

Entities:  

Year:  2019        PMID: 31651173     DOI: 10.1021/acs.orglett.9b03402

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


  1 in total

1.  Access to 6-hydroxy indolizines and related imidazo[1,5-a]pyridines through the SN2 substitution/condensation/tautomerization cascade process.

Authors:  Guiyun Duan; Hao Liu; Liqing Zhang; Chunhao Yuan; Yongchao Li; Yanqing Ge
Journal:  RSC Adv       Date:  2021-07-23       Impact factor: 4.036

  1 in total

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