20940-07-2Relevant academic research and scientific papers
Bioinspired Heterocyclic Partnership in a Cyanine-Type Acidichromic Chromophore
Alfieri, Maria Laura,Napolitano, Alessandra,Panzella, Lucia,d’Ischia, Marco
, (2020)
A new red hair-inspired 1,4-benzothiazine-based scaffold is disclosed herein, built upon a modular D-π-A architecture via condensation of the easily accessible 3-phenyl-2H-1,4-benzothiazine with indole-3-carboxaldehyde. The compound was obtained in around
Umpolung Strategy with 2-Aminothiophenols: Access to 2-Arylbenzothiazine Derivatives from Alkyl Aryl Ketones
Nguyen, Thanh Binh,Retailleau, Pascal
, p. 5380 - 5384 (2020/11/02)
Strong Br?nsted acids were found to catalyze the oxidative condensation of 2-aminothiophenols with aryl alkyl ketones in DMSO to provide a wide range of complex 2-arylbenzothiazines. With acetophenones, dimeric 2-arylbenzothiazines were formed. On the other hand, the reaction with propiophenones resulted in 2:1 adducts whereas 1:1 adducts were produced with isobutyrophenones, benzoylacetonitrile and ethyl benzoylacetate. (Figure presented.).
AIBN-Promoted Synthesis of Bibenzo[ b][1,4]thiazines by the Condensation of 2,2′-Dithiodianiline with Methyl Aryl Ketones
Huang, Xianqiang,Rong, Nianxin,Li, Pengfei,Shen, Guodong,Li, Qiang,Xin, Nana,Cui, Chuansheng,Cui, Jichui,Yang, Bingchuan,Li, Dacheng,Zhao, Changqiu,Dou, Jianmin,Wang, Bo
, p. 3332 - 3336 (2018/06/11)
A series of bibenzo[b][1,4]thiazines with various functional groups has been synthesized by a free-radical condensation reaction. Bibenzo[b][1,4]thiazines were obtained in moderate to good yield (up to 85%) through a one-step reaction of readily available 2,2′-dithiodianiline and methyl aryl ketones with AIBN as radical initiator in HOAc. Bibenzo[b][1,4]thiazines exhibit diversiform solid-state packing.
Radical Route to 1,4-Benzothiazine Derivatives from 2-Aminobenzenethiols and Ketones under Transition-Metal-Free Conditions
Lin, Ya-mei,Lu, Guo-ping,Wang, Rong-kang,Yi, Wen-bin
, p. 6424 - 6427 (2016/12/23)
Transition-metal-free radical access to 1,4-benzothiazine derivatives from o-aminobenzenethiols is disclosed. This procedure is available for various ketones including α,β-unsaturated, cyclic, linear, and fluoroalkyl ketones to generate a number of 1,4-benzothiazines, which exist in numerous bioactive and natural molecules, rendering this protocol attractive to both synthetic and medicinal chemistry.
Bioglycerol-based sulfonic acid-functionalized carbon catalyst as an efficient and reusable catalyst for one-pot synthesis of 3- substituted-2 h -1,4-benzothiazines
Yang, Xiaojuan,Wu, Liqiang
, p. 1327 - 1333 (2013/10/08)
A simple and efficient synthetic protocol has been developed for the synthesis of 3-substituted-2H-1,4-benzothiazines by using bioglycerol-based sulfonic acid-functionalized carbon catalyst, devoid of corrosive acidic and basic reagents. The developed met
Red-hair-inspired chromogenic system based on a proton-switched dehydrogenative free-radical coupling
Leone, Loredana,Crescenzi, Orlando,Amorati, Riccardo,Valgimigli, Luca,Napolitano, Alessandra,Barone, Vincenzo,D'Ischia, Marco
supporting information, p. 4944 - 4947 (2013/10/22)
In the presence of micromolar peroxides or biometals (Fe(III), Cu(II), V(V) salts), and following a strong acid input, the stable 3-phenyl-2H-1,4- benzothiazine is efficiently converted to a green-blue Δ 2,2′-bi(2H-1,4-benzothiazine) chromophor
[Ir(P-OP)]-catalyzed asymmetric hydrogenation of diversely substituted C=N-containing heterocycles
Nunez-Rico, Jose Luis,Vidal-Ferran, Anton
supporting information, p. 2066 - 2069 (2013/06/04)
Iridium(I) complexes of enantiomerically pure phosphine-phosphite ligands ([Ir(Cl)(cod)(P - OP)]) efficiently catalyze the enantioselective hydrogenation of diverse C=N-containing heterocyclic compounds (benzoxazines, benzoxazinones, benzothiazinones, and quinoxalinones; 25 examples, up to 99% ee). A substrate-to-catalyst ratio as high as 2000:1 was reached.
Practical and efficient synthesis of 3-aryl-2H-benzo[1,4]thiazine derivatives catalyzed by KHSO4
Baghernejad, Bita,Heravi, Majid M.,Oskooie, Hossein A.
experimental part, p. 589 - 593 (2011/04/15)
KHSO4 efficiently catalyzes the condensation of o-aminothiophenols and 2-bromo-1-aryl-ethanones to yield 3-aryl-2H-benzo[1,4] thiazines in good yields.
From phenothiazine to 3-phenyl-1,4-benzothiazine derivatives as inhibitors of the Staphylococcus aureus NorA multidrug efflux pump
Sabatini, Stefano,Kaatz, Glenn W.,Rossolini, Gian Maria,Brandini, David,Fravolini, Arnaldo
experimental part, p. 4321 - 4330 (2009/05/07)
Overexpression of efflux pumps is an important mechanism by which bacteria evade effects of substrate antimicrobial agents and inhibition of such pumps is a promising strategy to circumvent this resistance mechanism. NorA is a Staphylococcus aureus multid
Conversion of bis(o-nitrophenyl)disulfides to heterocycles containing sulfur and nitrogen by the action of samarium diiodide
Zhong, Weihui,Chen, Xiaoyuan,Zhang, Yongmin
, p. 156 - 160 (2007/10/03)
Treatment of bis(o-nitrophenyl)disulfides 1 with SmI2 led to simultaneous reduction of nitro groups and reductive cleavage of S-S bonds as well as the formation of the active intermediates 2. The intermediates 2 reacted smoothly with aldehydes
