36065-41-5Relevant academic research and scientific papers
Dramatic Acceleration of an Acyl Transfer-Initiated Cascade by Using Electron-Rich Amidine-Based Catalysts
Ahlemeyer, Nicholas A.,Streff, Emma V.,Muthupandi, Pandi,Birman, Vladimir B.
supporting information, p. 6486 - 6489 (2017/12/26)
A tandem rearrangement of α,β-unsaturated thioesters into tricyclic ene-lactones fails with conventional amidine-based catalysts, but becomes possible when their electron-rich analogs are employed. A highly diastereo- and enantioselective version of this process has been developed using H-PIP 1b, a chiral catalyst prepared over a decade ago, but never utilized since its disclosure.
Structure-activity relationship of dihydroimidazo-, dihydropyrimido, tetrahydrodiazepino-[2,1-b]-thiazoles, and -benzothiazoles as an acylation catalyst
Okamoto, Sentaro,Sakai, Yuzo,Watanabe, Saki,Nishi, Shohei,Yoneyama, Aya,Katsumata, Hitomi,Kosaki, Yu,Sato, Rumi,Shiratori, Megumi,Shibuno, Misuzu,Shishido, Tsukasa
, p. 1909 - 1912 (2014/03/21)
Cyclic isothioureas 1, 2, 3, and 4 were synthesized through a four-step procedure from the corresponding ortho-bromoanilines 10 via Pd- or Cu-catalyzed cyclization-benzothiazole formation. Nonbenzo analogues 7, 8, and 9 were synthesized by a condensation reaction of cyclic thioureas 15 and α-bromoacetophenones 14. Investigations of the acylation reactions of 1-phenylethanol with acid anhydrides in the presence of these cyclic isothiourea catalysts revealed their structure-activity relationships. Remarkable electronic effects resulting from substituent(s) on a benzo or phenyl moiety and the influence of the size of the annulating ring were observed. Introduction of an electron-donating substituent(s) enhanced the reaction rate. A few substitution effects on chiral catalysts of type 3 and 7 were also studied.
Hypervalent iodine in synthesis 92. A facile synthesis of 3-substituted-5,6-dihydroimidazo[2,1-b]thiazoles by cyclocondensation of alkynyl(phenyl)iodonium salts and imidazolidine-2-thione
Liu, Zhi,Chen, Zhen-Chu,Zheng, Qin-Guo
, p. 715 - 717 (2007/10/03)
A simple method for the synthesis of 3-substituted 5,6-dihydroimidazo[2,1-b]thiazoles is achieved by cyclocondensation of alkynyl(phenyl)iodonium salts with imidazolidine-2-thione.
Solid state synthesis of 2-aroylbenzo[b]furans, 1,3-thiazoles and 3-aryl-5,6-dihydroimidazo[2,1-b][1,3]thiazoles from α-tosyloxyketones using microwave irradiation
Varma, Rajender S.,Kumar, Dalip,Liesen, Per J.
, p. 4093 - 4096 (2007/10/03)
The expeditious solventless syntheses of 2-aroylbenzo[e]furans, 1,3-thiazoles and 3-aryl-5,6-dihydroimidazo[2,1-b]-[1,3]thiazoles are described from readily accessible α-tosyloxyketones and mineral oxides in processes that are accelerated by exposure to m
Hypervalent Iodine in the Synthesis of Bridgehead Heterocycles: Novel and Facile Syntheses of 3-Substituted-5,6-Dihydroimidazothiazoles and 3-Phenylthiazolobenzimidazole from Acetophenones using benzene
Prakash, Om,Rani, Neena,Goyal, Seema
, p. 707 - 710 (2007/10/02)
The synthesis of 3-substituted-5,6-dihydroimidazothiazoles 3a-f has been achieved by using a novel and facile method involving hypervalent iodine oxidation of acetophenones 1a-f with benzene, followed by the treatment of the
REACTION MECHANISM AND STRUCTURE OF NEW HETEROCYCLES VIA 1,4-DIPOLAR CYCLOADDITION OF IMIDAZOTHIAZOLIUM-BETAINE
Yoo, Kyung Ho,Kim, Dong Jin,Kim, Dong Chan,Park, Sang Woo
, p. 253 - 259 (2007/10/02)
New heterocycles, (12RS,13SR)- and (12SR,13SR)-12-benzoyl-2,4-dioxo-1,3,9-triphenyl-6,7-dihydro-12H-thiazinoimidazotriazines (4a and 4b), were synthesized via 1,4-dipolar cycloaddition from 5,6-dihydro-3-phenyl-7-N-phenyl(carbam
7-Alkylation and 7-Sulphonylation of 5,6-Dihydroimidazolo-thiazoles
Acheson, R. Morrin,Cooper, Martin W.,Cox, Ian R.
, p. 1773 - 1778 (2007/10/02)
Reinvestigation of the alkylation of 3-phenyl-5,6-dihydroimidazolothiazole has shown that methylation occurs exclusively at the 7-position, and that the free base is readily solvolysed to a mixture of 1-methylimidazolidin-2-one, 1-methylimidazolidine-2-thione, and diphenacyl sulphide and disulphide. 3-Methyl-5,6-dihydroimidazolothiazole with methane- and arene-sulphonyl chlorides gave the corresponding 7-sulphonylthiazolium chlorides.On heating, these rearranged to 3-(2-chloroethyl)-4-methyl-3-aryl (or alkyl)sulphonylimido-2,3-dihydrothiazoles.The 7-(4-chlorophenylsulphonyl) derivative lost this substituent with aqueous base while concentrated aqueous ammonia attacked the 7a-position leading to a 3--2-imino-4-methyl-2,3-dihydrothiazole.
