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Volumn 50, Issue 42, 2011, Pages 9857-9860

Magnesium-mediated benzothiazole activation: A room-temperature cascade of C-H deprotonation, C-C coupling, ring-opening, and nucleophilic addition reactions

Author keywords

cascade reactions; heterocylces; magnesium; metalation; mixed metal chemistry

Indexed keywords

BENZOTHIAZOLES; C-C COUPLING; CASCADE REACTIONS; DOMINO REACTIONS; GRIGNARD REAGENT; HETEROCYLCES; MAGNESIATION; METALATIONS; NUCLEOPHILIC ADDITIONS; RING OPENING; ROOM TEMPERATURE; TETRA-HYDROFURAN;

EID: 80053919719     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201103275     Document Type: Article
Times cited : (31)

References (36)
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    • For a review of main-group compounds containing this type of ligand, see
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    • Veith, M.1
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    • 77958111627 scopus 로고    scopus 로고
    • For an excellent overview in this intriguing area of f-block chemistry, see
    • For an excellent overview in this intriguing area of f-block chemistry, see:, P. L. Diaconescu, Acc. Chem. Res. 2010, 43, 1352
    • (2010) Acc. Chem. Res. , vol.43 , pp. 1352
    • Diaconescu, P.L.1
  • 30
    • 70350225476 scopus 로고    scopus 로고
    • A study of a bis(amido)alkyl potassium magnesiate has demonstrated that it reacts kinetically through its amide, generating a metalated intermediate and concomitant amine, which is then deprotonated by its alkyl ligand to yield the thermodynamic final metalation product. This second step is slowed down by performing the deprotonation at 0 °C.
    • A study of a bis(amido)alkyl potassium magnesiate has demonstrated that it reacts kinetically through its amide, generating a metalated intermediate and concomitant amine, which is then deprotonated by its alkyl ligand to yield the thermodynamic final metalation product. This second step is slowed down by performing the deprotonation at 0 °C., W. Clegg, B. Conway, P. Garcia-Alvarez, A. R. Kennedy, R. E. Mulvey, L. Russo, J. Sassmannshausen, T. Tuttle, Chem. Eur. J. 2009, 15, 10702.
    • (2009) Chem. Eur. J. , vol.15 , pp. 10702
    • Clegg, W.1    Conway, B.2    Garcia-Alvarez, P.3    Kennedy, A.R.4    Mulvey, R.E.5    Russo, L.6    Sassmannshausen, J.7    Tuttle, T.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.