Regioselective Synthesis of Fused Furans by Decarboxylative Annulation of α,β-Alkenyl Carboxylic Acid with Cyclic Ketone: Synthesis of Di-Heteroaryl Derivatives

被引:35
作者
Agasti, Soumitra [1 ]
Pal, Tapas [1 ]
Achar, Tapas Kumar [1 ]
Maiti, Siddhartha [2 ]
Pal, Debasis [1 ]
Mandal, Smita [1 ]
Daud, Kishan [1 ]
Lahiri, Goutam Kumar [1 ]
Maiti, Debabrata [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India
[2] Indian Inst Technol, Dept Biosci & Bioengn, Bombay 400076, Maharashtra, India
关键词
annulations; heteroarenes; copper; radicals; C-H; COUPLING REACTIONS; DOMINO REACTIONS; ARYLATION; CONDENSATION; STRATEGY; ALKYNES; FUNCTIONALIZATION; CONSTRUCTION; OLEFINATION;
D O I
10.1002/anie.201906264
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
alpha,beta-Alkenyl carboxylic acids undergo Cu-II-mediated decarboxylative annulation reactions with aliphatic cyclic ketones to provide synthetically valuable di-heterocycles. The annulation process tolerates a variety of aliphatic ketones and heterocyclic alkenyl carboxylic acids, producing substituted fused furan derivatives with complete regioselectivity. The current protocol offers a synthetically applicable pathway to construct a variety of oligo-heterocycles through Cu-mediated single-electron transfer and decarboxylation. Notably, synthesis of relatively inaccessible di-heterocycles has been achieved successfully using this protocol.
引用
收藏
页码:11039 / 11043
页数:5
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