Prashad Mahavir, Lu Yansong, Repic Oljan
Process Research and Development, Chemical and Analytical Development, Novartis Institute for Biomedical Research, One Health Plaza, East Hanover, New Jersey 07936, USA.
J Org Chem. 2004 Jan 23;69(2):584-6. doi: 10.1021/jo0303057.
An efficient synthesis of 9H-xanthene-9-carboxaldehyde (3a), 9H-thioxanthene-9-carboxaldehyde (3b), and 9,10-dihydro-10-methyl-9-acridinecarboxaldehyde (3c) by a novel two-carbon homologation of xanthydrol (1a), thioxanthydrol (1b), and 9,10-dihydro-10-methyl-9-acridinol (1c), respectively, using N-vinylacetamides (2a,b) or ethyl vinyl ether (2c) as acetaldehyde anion equivalents, is described.
分别使用N-乙烯基乙酰胺(2a,b)或乙烯基乙醚(2c)作为乙醛阴离子等价物,通过呫吨醇(1a)、硫代呫吨醇(1b)和9,10-二氢-10-甲基-9-吖啶醇(1c)的新型双碳同系化反应,高效合成了9H-呫吨-9-甲醛(3a)、9H-硫代呫吨-9-甲醛(3b)和9,10-二氢-10-甲基-9-吖啶甲醛(3c)。