Literature DB >> 19053575

Microwave-assisted Wolff rearrangement of cyclic 2-diazo-1,3-diketones: an eco-compatible route to alpha-carbonylated cycloalkanones.

Marc Presset1, Yoann Coquerel, Jean Rodriguez.   

Abstract

The microwave-assisted Wolff rearrangement of cyclic 2-diazo-1,3-diketones performed in the presence of a stoichiometric amount of alcohol, amine, or thiol is an efficient, user, and environmentally friendly synthetic protocol for the synthesis of alpha-carbonylated cycloalkanones. This approach proves superior to existing protocols in scope and eco-compatibility.

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Year:  2009        PMID: 19053575     DOI: 10.1021/jo8021567

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Wolff/Cope Approach to the AB Ring of the Sesterterpenoid Variecolin.

Authors:  Michael R Krout; Christopher E Henry; Thomas Jensen; Kun-Liang Wu; Scott C Virgil; Brian M Stoltz
Journal:  J Org Chem       Date:  2018-01-23       Impact factor: 4.354

2.  Enantioselective construction of α-quaternary cyclobutanones by catalytic asymmetric allylic alkylation.

Authors:  Corey M Reeves; Christian Eidamshaus; Jimin Kim; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-17       Impact factor: 15.336

3.  Rh(III)-Catalyzed C-H Activation/Intramolecular Cyclization: Access to N-Acyl-2,3-dihydro-1H-carbazol-4(9H)-ones from Cyclic 2-Diazo-1,3-diketones and N-Arylamides.

Authors:  Youpeng Zuo; Xinwei He; Yi Ning; Yuhao Wu; Yongjia Shang
Journal:  ACS Omega       Date:  2017-11-30

Review 4.  Recent advances in the chemistry of imine-based multicomponent reactions (MCRs).

Authors:  Lokman H Choudhury; Tasneem Parvin
Journal:  Tetrahedron       Date:  2011-07-18       Impact factor: 2.457

5.  Periselectivity in the Aza-Diels-Alder Reaction of 1-Azadienes with α-Oxoketenes: A Combined Experimental and Theoretical Study.

Authors:  Marc Presset; Michel Rajzmann; Guillaume Dauvergne; Jean Rodriguez; Yoann Coquerel
Journal:  Molecules       Date:  2020-10-20       Impact factor: 4.411

  5 in total

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