Regioselective synthesis of poly-substituted naphthalenes via a Pd-catalyzed cyclization of modified Baylis-Hillman adducts: selective 6-endo Heck reaction and an aerobic oxidation cascade

被引:18
作者
Kim, Se Hee [1 ,2 ]
Lee, Sangku [3 ]
Lee, Hyun Seung [1 ,2 ]
Kim, Jae Nyoung [1 ,2 ]
机构
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
[2] Chonnam Natl Univ, Inst Basic Sci, Kwangju 500757, South Korea
[3] KRIBB, Nat Med Res Ctr, Taejon 305806, South Korea
关键词
Palladium; Naphthalenes; Baylis-Hillman adducts; 6-endo Heck reaction; STEREOSELECTIVE-SYNTHESIS; MEDIATED SYNTHESIS; DERIVATIVES; CYCLOADDITION; EXPEDIENT; FACILE; BENZANNULATION; HETEROCYCLES; DECYANATION; ACTIVATION;
D O I
10.1016/j.tetlet.2010.09.127
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Poly-substituted naphthalenes were synthesized via a Pd-catalyzed cyclization of modified Baylis-Hillman adducts having an o-bromophenyl acetonitrile moiety at the secondary position, in reasonable yields. The reaction involved a sequential 6-endo Heck reaction and an aerobic oxidation process. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6305 / 6309
页数:5
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