Syntheses of the opioid substructures 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine and 2,3,4,5-tetrahydro-1,5-methano-1H-2-benzazepine

被引:8
作者
Coe, Jotham W. [1 ]
Brooks, Paige R. [1 ]
Vetelino, Michael G. [1 ]
Bashore, Crystal G. [1 ]
Bianco, Krista [1 ]
Flick, Andrew C. [1 ]
机构
[1] Pfizer Global Res & Dev, Neurosci Chem, Groton, CT 06340 USA
关键词
NATURAL-PRODUCTS; ANTINOCICEPTIVE ACTIVITY; AZABICYCLO CHEMISTRY; ANALGESICS; DISCOVERY;
D O I
10.1016/j.tetlet.2010.12.072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Concise syntheses of 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (12) and 2,3,4,5-tetrahydro-1,5-methano-1H-2-benzazepine (18) are described and involve an intramolecular Friedel Crafts alkylation and an intramolecular Heck cyclization as their respective key ring-forming steps. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:953 / 954
页数:2
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