New procedures for the selective synthesis of 2 (2H)-pyranone derivatives and 3-aryl-4-iodoisocoumarins
M Biagetti, F Bellina, A Carpita, P Stabile, R Rossi
Index: Biagetti, Matteo; Bellina, Fabio; Carpita, Adriano; Stabile, Paolo; Rossi, Renzo Tetrahedron, 2002 , vol. 58, # 25 p. 5023 - 5038
Full Text: HTML
Citation Number: 95
Abstract
5-Iodo-2 (2H)-pyranone derivatives have been selectively synthesized by reaction of stereodefined methyl 2-en-4-ynoates with iodine in MeCN, CH2Cl2 or C6H6 at 20° C (Method C) or by treatment of these esters with ICl in CH2Cl2 at 20° C (Method B). Methods B and C proved also to be suitable for the preparation of 3-aryl-4-iodoisocoumarins from the corresponding methyl 2-(arylethynyl) benzoates. Interestingly, the high selectivity of ...
Related Articles:
Selective mono O-alkylation of γ-resorcylic esters
[Bass, R. J.; Banks, B. J.; Snarey, M. Tetrahedron Letters, 1980 , vol. 21, p. 769 - 770]
[Zhao, Jian; Larock, Richard C. Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 583 - 588]
Macrolactonizations in the total synthesis of natural products
[Kuehnert, Sven M; Maier, Martin E Organic letters, 2002 , vol. 4, # 4 p. 643 - 646]