(C6F5)3B Catalyzed One-Pot Synthesis of Benzo[b]Cyclopenta[e][1,4]Oxazin-2(1H)-One and Thiazin-2(1H)-One Derivatives from Furan-2-yl(Phenyl)Methanol and 2-Aminophenol/Thiophenol

被引：0
|
作者：
Sarnikar, Yuvaraj P. [1 ]
Mane, Yogesh D. [2 ]
Patil, Smita S. [1 ]
Surwase, Santosh M. [3 ]
Tigote, Radhakrishnan M. [4 ]
Khade, Bhimrao C. [5 ]
机构：
[1] Dayanand Sci Coll, Dept Chem, Latur, India
[2] BSS Arts Sci & Commerce Coll, Dept Chem, Makni, India
[3] Shri Chhatrapati Shivaji Coll, Dept Chem, Omerga, India
[4] Dr BAM Univ, Dept Chem, Osmanabad, India
[5] Coll Arts Commerce & Sci, Dept Chem, Parbhani, Maharashtra, India
来源：
POLYCYCLIC AROMATIC COMPOUNDS | 2023年 / 43卷 / 05期
关键词：
Benzo[b][1; 4]oxazine; 4]thiazine; Tris(pentafluorophenyl)Borane (BCF); Piancatelli rearrangement; 1,4-BENZOXAZINE DERIVATIVES; ORGANIC-SYNTHESIS; TRIS(PENTAFLUOROPHENYL)BORANE; REAGENTS; FACILE;
D O I：
10.1080/10406638.2022.2089173
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient (C6F5)(3)B catalyzed method has been developed for the synthesis of benzo[b]cyclopenta[e][1,4]oxazin-2(1H)-one and thiazin-2(1H)-one derivatives from furan-2-yl(phenyl)methanol (1) and 2-aminophenol/thiophenol (2) under reflux in acetonitrile. This reaction proceeds through an aza-Piancatelli rearrangement/Michael reaction in one-pot. This strategy provides a facile and rapid access to benzo[b]cyclopenta[e][1,4]oxazin-2(1H)-one and thiazin-2(1H)-one derivatives (3a-l) in good to high yields under mild conditions. Several advantages, such as simple reaction procedure, low catalyst loading, broad substrate scope, easy product isolation, high functional group tolerance, and short reaction time make this strategy more attractive.
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收藏
页码：4313 / 4321
页数：9
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