Catalyst-Controlled Regioselective Synthesis of Benzotriazlolodiazepin-7-ones and Benzotriazolodiazocin-8-ones

被引：12
|
作者：
Chen, Kai-Chi [1 ]
Barve, Indrajeet J. [1 ,2 ]
Sun, Chung-Ming [1 ,3 ]
机构：
[1] Natl Chiao Tung Univ, Dept Appl Chem, 1001 Ta Hsueh Rd, Hsinchu 30010, Taiwan
[2] Kaohsiung Med Univ, Dept Med & Appl Chem, 100 Shih Chuan First Rd, Kaohsiung 80708, Taiwan
[3] MES Abasaheb Garware Coll, Dept Chem, Pune, Maharashtra, India
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 02期
关键词：
CYCLIZATION; EFFICIENT; CONSTRUCTION; EXPANSION; PEPTIDES; STRATEGY; INSOMNIA; LACTAMS; ALKYNES; ENTRY;
D O I：
10.1021/acs.orglett.9b04162
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A catalyst-controlled highly chemoselective and regioselective intramolecular cycloamidation of triazol-1-ylbenzamides toward the synthesis of scarcely known heterocycles is reported. In the presence of a palladium catalyst, this cycloisomerization reaction afforded substituted benzotriazlolodiazepin-7-ones via intramolecular insertion of a palladium into C-C triple bond in a 7-exo-dig way. Alternatively, the use of a silver catalyst in the reaction produced substituted benzotriazolodiazocin-8-ones in a highly regioselective manner through 8-endo-dig intramolecular ring closure.
引用
收藏
页码：428 / 432
页数：5
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