26921-83-5Relevant academic research and scientific papers
Metal-free oxidative decarbonylative halogenation of fused imidazoles
Kumar, Gulshan,Shankar, Ravi,Singh, Davinder,Tali, Javeed Ahmad
supporting information, p. 20551 - 20555 (2021/11/23)
An efficient strategy has been developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. A convenient and sequential functionalization (C8 to C3) portrays the synthetic utility of the current method.N-Heterocycle benzamide products were also observedviathe ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures. Features of this method include temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance.
CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles
Gudimella, Santosh K.,Kaur, Amanpreet,Kumar, Ram,Samanta, Sampak
supporting information, (2020/07/08)
An articulate approach to a diverse set of imidazoheterocycles in good to high yields via a copper-catalyzed aza-annulation of several oxime esters with a group of 2-amino-azaarenes was developed. The above cyclization reaction probably proceeds via a single electron transfer process which embodies a new technique for creating two new C[sbnd]N bonds for imidazole ring synthesis. Gratifyingly, the implementation of this chemistry could be further stretched to the synthesis of a novel class of fused imidazoles bearing a furo[3,2-c]chromene moiety via a sequential C[sbnd]N bond formation, followed by C(sp2)-H functionalization/5-endo-dig-oxacyclization (C[sbnd]C and C[sbnd]O bonds) of in situ produced fused imidazoles with cyclic enynones in the presence of copper(II) as a π-electrophilic Lewis acid catalyst.
On water catalyst-free synthesis of benzo[: D] imidazo[2,1- b] thiazoles and novel N -alkylated 2-aminobenzo [d] oxazoles under microwave irradiation
Mukku, Narasimharao,Maiti, Barnali
, p. 770 - 778 (2020/01/23)
A highly efficient unprecedented catalyst-free microwave-assisted procedure for synthesizing benzo[d]imidazo[2,1-b]thiazoles and N-alkylated 2-aminobenzo[d]oxazol in green media was developed. The transformation provided rapid access to functionalized ben
Exogenous-oxidant-free electrochemical oxidative C-H phosphonylation with hydrogen evolution
Yuan, Yong,Qiao, Jin,Cao, Yangmin,Tang, Jingmei,Wang, Mengqin,Ke, Guojuan,Lu, Yichen,Liu, Xue,Lei, Aiwen
supporting information, p. 4230 - 4233 (2019/04/30)
We herein report a versatile and environmentally friendly electrochemical oxidative C-H phosphonylation protocol. This protocol features a broad substrate scope; not only C(sp2)-H phosphonylation, but also C(sp3)-H phosphonylation is tolerated well under exogenous-oxidant-free and metal catalyst-free electrochemical oxidation conditions.
Visible light triggered, catalyst free approach for the synthesis of thiazoles and imidazo[2,1-: B] thiazoles in EtOH:H2O green medium
Singh, Jagdamba,Mishra, Anu,Srivastava, Madhulika,Rai, Pratibha,Yadav, Snehlata,Tripathi, Bhartendu Pati,Singh, Jaya
, p. 49164 - 49172 (2016/06/09)
The development of a visible light promoted, mild and greener approach for the synthesis of highly functionalized thiazoles and imidazo[2,1-b]thiazoles under photochemical activation in EtOH:H2O green medium is demonstrated. The characteristic feature of the present protocol is the utilization of visible light (an omnipresent, nontoxic, environmentally benign and inexpensive reagent) to form C-S and C-N bonds and circumvent the use of catalysts or photosensitizers. The reported protocol is the first example of visible light promoted synthesis of thiazoles and imidazo[2,1-b]thiazoles with various attractive features like being catalyst free, eco-efficient and possessing cost effectiveness, short reaction time, excellent yields and sustainability to fulfill the parameters of green chemistry.
FeCl3/ZnI2-catalyzed synthesis of benzo[D]imidazo[2,1-b]thiazole through aerobic oxidative cyclization between 2-aminobenzothiazole and ketone
Mishra, Subhajit,Monir, Kamarul,Mitra, Shubhanjan,Hajra, Alakananda
supporting information, p. 6084 - 6087 (2015/01/09)
The FeCl3/ZnI2-catalyzed aerobic oxidative cyclization between 2-aminobenzothiazole and ketone/chalcone for the synthesis of benzo[d]imidazo[2,1-b]thiazole is described. A variety of fused benzoimidazothiazole derivatives are obtained by this protocol.
Synthesis of bridgehead nitrogen heterocycles on a solid surface
Ponnala, Shashikanth,Kumar, S. T. V. S. Kiran,Bhat, Bashir A.,Sahu, Devi Prasad
, p. 901 - 906 (2007/10/03)
Bridgehead nitrogen heterocycles were synthesized from heteroaromatic amidines and cyclic or acyclic α-bromoketones under solvent-free conditions at room temperature on a solid surface in excellent yields, which are higher than those obtained with hithert
Imidazobenzothiazoles. 2. New Immunosuppressive Agents
Mase, Toshiyasu,Arima, Hideki,Tomioka, Kenichi,Yamada, Toshimitsu,Murase, Kiyoshi
, p. 386 - 394 (2007/10/02)
A series of 2-phenylimidazobenzothiazole derivatives was prepared and tested for immunological activities.Some of the compounds showed significant suppressive activity of delayed type hypersensitivity (DTH) without inhibition of humoral immunity in mice by oral administration.The most active compound was 2-(m-hydroxyphenyl)imidazobenzothiazole (20).
