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Volumn 48, Issue 38, 2007, Pages 6651-6654

Transition metal-catalyzed ring-opening, substitution, and cyclopropanation reactions via vinylcarbene complexes generated from O-propargyl thiocarbamates

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNYL GROUP; CARBENOID; GOLD COMPLEX; METAL COMPLEX; PLATINUM COMPLEX; RHODIUM COMPLEX; RUTHENIUM COMPLEX; THIOCARBAMIC ACID DERIVATIVE; TRANSITION ELEMENT;

EID: 34548026802     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.123     Document Type: Article
Times cited : (19)

References (29)
  • 12
    • 2342495759 scopus 로고    scopus 로고
    • For selected examples using propargyl carboxylates as vinylcarbene precursors by other groups, see:
    • For selected examples using propargyl carboxylates as vinylcarbene precursors by other groups, see:. Bartels A., Mahrwald R., and Müller K. Adv. Synth. Catal. 346 (2004) 483
    • (2004) Adv. Synth. Catal. , vol.346 , pp. 483
    • Bartels, A.1    Mahrwald, R.2    Müller, K.3
  • 19
    • 33846954037 scopus 로고    scopus 로고
    • Wang and co-workers have recently reported transition metal-catalyzed reactions of propargyl sulfides and dithioacetals, and allenylmethyl sulfides via vinylcarbene intermediates. See:
    • Wang and co-workers have recently reported transition metal-catalyzed reactions of propargyl sulfides and dithioacetals, and allenylmethyl sulfides via vinylcarbene intermediates. See:. Peng L., Zhang X., Zhang S., and Wang J. J. Org. Chem. 72 (2007) 1192
    • (2007) J. Org. Chem. , vol.72 , pp. 1192
    • Peng, L.1    Zhang, X.2    Zhang, S.3    Wang, J.4
  • 21
    • 33646460558 scopus 로고    scopus 로고
    • For selected examples of transition metal-catalyzed and -promoted ring-opening reactions of heteroaromatic compounds via carbene intermediates, see:
    • For selected examples of transition metal-catalyzed and -promoted ring-opening reactions of heteroaromatic compounds via carbene intermediates, see:. Wenkert E., and Khatuya H. Helv. Chim. Acta 82 (1999) 551
    • (1999) Helv. Chim. Acta , vol.82 , pp. 551
    • Wenkert, E.1    Khatuya, H.2
  • 26
    • 34548051572 scopus 로고    scopus 로고
    • note
    • 3S: C, 59.34; H, 7.47. Found: C, 59.33; H, 7.32.
  • 27
    • 0032542394 scopus 로고    scopus 로고
    • t-Butyl-substituted thiocarbamate 1g in solution was gradually converted to the allenyl isomer 3g even at room temperature. Thermal isomerization of O-propargyl thiocarbamates and propargyl dithiocarbonates to allenyl compounds has been reported. See:
    • t-Butyl-substituted thiocarbamate 1g in solution was gradually converted to the allenyl isomer 3g even at room temperature. Thermal isomerization of O-propargyl thiocarbamates and propargyl dithiocarbonates to allenyl compounds has been reported. See:. Banert K., Fendel W., and Schlott J. Angew. Chem., Int. Ed. 37 (1998) 3289
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 3289
    • Banert, K.1    Fendel, W.2    Schlott, J.3
  • 29
    • 34548048369 scopus 로고    scopus 로고
    • note
    • Although the precise mechanism for the formation of 8a is unclear at present, the electrophilic substitution of pyrrole with allyl cationic species B (Scheme 1) is the likely reaction mechanism.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.