铜催化 2-(2-碘苯甲酰基)取代或 2-(2-碘苄基)取代 1,2,3,4-四氢异喹啉与硫化钾的 C(sp)-S 键和 C(sp)-S 键交叉偶联：异喹啉并[1,3]苯并噻嗪支架的合成。
Copper-Catalyzed C(sp)-S Bond and C(sp)-S Bond Cross-Coupling of 2-(2-Iodobenzoyl) Substituted or 2-(2-Iodobenzyl) Substituted 1,2,3,4-Tetrahydroisoquinolines with Potassium Sulfide: Synthesis of Isoquinoline-Fused 1,3-Benzothiazine Scaffolds.
机构信息
National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules, Hunan Normal University , Changsha, Hunan 410081, China.
出版信息
J Org Chem. 2017 Feb 17;82(4):2263-2268. doi: 10.1021/acs.joc.6b02943. Epub 2017 Feb 1.
The sulfuration reaction of 2-(2-iodobenzoyl) substituted, or 2-(2-iodobenzyl) substituted 1,2,3,4-tetrahydroisoquinolines with potassium sulfide proceeded in the presence of copper catalysts to give tetrahydroisoquinoline-fused 1,3-benzothiazine scaffolds in moderate to appropriate yields. This protocol provided an efficient and simple strategy to construct the corresponding benzothiazine derivatives via formation of C(sp)-S bond and C(sp)-S bond, which the C-S bonds formed via different routes in this reaction (traditional cross-coupling reaction via the cleavage of C-I bond and oxidative cross-coupling reaction via C(sp)-H bond functionalization).
2-(2-碘苯甲酰基)取代或 2-(2-碘苄基)取代的 1,2,3,4-四氢异喹啉与硫化钾在铜催化剂的存在下进行硫化反应，以中等至适当的产率得到四氢异喹啉稠合的 1,3-苯并噻嗪支架。该方案通过形成 C(sp)-S 键和 C(sp)-S 键，提供了一种有效且简单的策略来构建相应的苯并噻嗪衍生物，其中在该反应中通过不同的路线形成 C-S 键（通过 C-I 键的断裂的传统交叉偶联反应和通过 C(sp)-H 键官能化的氧化交叉偶联反应）。
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