2008年3月
Direct construction of bicyclic heterocycles by palladium-catalyzed domino cyclization of propargyl bromides
ORGANIC LETTERS
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- 巻
- 10
- 号
- 6
- 開始ページ
- 1171
- 終了ページ
- 1174
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/ol800063d
- 出版者・発行元
- AMER CHEMICAL SOC
The palladium-catalyzed domino cyclization of propargyl bromides having two nucleophilic functional groups is described. Treatment of 1,7-diamino-5-bromohept-3-yne derivatives with catalytic Pd(PPh(3))(4) in the presence of NaH in MeOH gives the 2,7-diazabicyclo[4.3.0]non-5-enes in good yields. Interestingly, the regioselectivity of the reaction is completely controlled by the relative reactivity of the amine functional groups, irrespective of the position of the nucleophiles. The malonate derivative also undergoes domino cyclization to produce a hexahydroindole derivative.
- リンク情報
- ID情報
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- DOI : 10.1021/ol800063d
- ISSN : 1523-7060
- PubMed ID : 18293991
- Web of Science ID : WOS:000254032100034