Anionic aromatic ring annelation of o-allyl benzamides. Regiospecific synthesis of naphthols and naphthoquinones
MP Sibi, JW Dankwardt, V Snieckus
Index: Sibi, M.P.; Dankwardt, J.W.; Snieckus, V. Journal of Organic Chemistry, 1986 , vol. 51, # 2 p. 271 - 273
Full Text: HTML
Citation Number: 59
Abstract
Summary: o-Allylbenzamides 2, available from 1 by directed ortho metalation or transition metal catalyzed cross-coupling reactions, undergo MeLi-induced cyclization to give 1- naphthols 3, some of which are immediate precursors for oxygenated naphthoquinones 6 and 7.
Related Articles:
[Kamila, Sukanta; Mukherjee, Chandrani; De, Asish Tetrahedron Letters, 2001 , vol. 42, # 34 p. 5955 - 5957]
Facile and efficient total synthesis of (±)-cryptotanshinone and tanshinone IIA
[Jiang, Ying-Yan; Li, Qian; Lu, Wei; Cai, Jun-Chao Tetrahedron Letters, 2003 , vol. 44, # 10 p. 2073 - 2075]
[Krohn, Karsten; Kouam, Simeon F.; Cludius-Brandt, Stephan; Draeger, Siegfried; Schulz, Barbara European Journal of Organic Chemistry, 2008 , # 21 p. 3615 - 3618]
An efficient method for demethylation of aryl methyl ethers
[Zuo, Li; Yao, Shanyan; Wang, Wei; Duan, Wenhu Tetrahedron Letters, 2008 , vol. 49, # 25 p. 4054 - 4056]
Synthesis of some substituted naphthalenes as potential intermediates for polyethers and terpenoids
[Banerjee; Poon; Laya; Azocar Russian Journal of General Chemistry, 2003 , vol. 73, # 11 p. 1815 - 1820]