Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination.
Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination.
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DOI：
10.1002/anie.202104871
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发表时间：
2021-08-23
期刊：
影响因子：
--
通讯作者：
Giri R
中科院分区：
文献类型：
--
作者：
Dhungana RK;Aryal V;Niroula D;Sapkota RR;Lakomy MG;Giri R
我们公开了镍催化的反应，这使得我们能够用烯基三氟甲磺酸酯和芳基硼酸酯使酮中的未活化的γ，δ-烯烃双官能化。以5-氯-8-羟基喹啉为配体，NiBr_2·DME为催化剂，LiOtBu为碱，沿着进行反应。反应进行了广泛的环状，非环状，内环和外环烯基酮，和富电子和缺电子的芳基硼酸酯。该反应也适用于环状和非环状烯基三氟甲磺酸酯。对照实验表明，羰基配位是反应进行所必需的。本文报道了镍催化的γ，δ-烯基酮与烯基三氟甲磺酸酯和芳基硼酸酯的烯基芳基化反应。以5-氯-8-羟基喹啉为配体，NiBr_2·DME为催化剂，LiOtBu为碱，沿着，对环、非环、内环和环外的烯基酮进行了研究。对照实验表明，羰基配位是反应进行所必需的。
We disclose a nickel-catalyzed reaction, which enabled us to difunctionalize unactivated γ,δ-alkenes in ketones with alkenyl triflates and arylboronic esters. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with NiBr2•DME as a catalyst and LiOtBu as base. The reaction proceeded with a wide range of cyclic, acyclic, endocyclic and exocyclic alkenyl ketones, and electron-rich and electron-deficient arylboronate esters. The reaction also worked with both cyclic and acyclic alkenyl triflates. Control experiments indicate that carbonyl coordination is required for the reaction to proceed. A nickel-catalyzed alkenylarylation reaction of γ,δ-alkenylketones with alkenyl triflates and arylboronic esters is described. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with NiBr2•DME as a catalyst and LiOtBu as base, and works with cyclic, acyclic, endocyclic and exocyclic alkenyl ketones. Control experiments indicate that carbonyl coordination is required for the reaction to proceed.
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