57197-26-9Relevant academic research and scientific papers
Metal-free direct: C -arylation of 1,3-dicarbonyl compounds and ethyl cyanoacetate: A platform to access diverse arrays of meta -functionalized phenols
Taneja, Neha,Peddinti, Rama Krishna
supporting information, p. 11423 - 11426 (2018/10/20)
A base mediated, highly convenient strategy for the direct C-arylation of 1,3-dicarbonyls and cyanoacetate with various phenol derivatives as aryl partners is presented. The present work excels in forming a C-C bond at the meta-position of the phenols, which is traditionally challenging to functionalize. This protocol further leads the way to have scalable, straightforward access to phenol assimilated heterocycles which have powerful applications both in synthetic chemistry and medicinal research.
Total Syntheses of Atrovenetin and Atrovenetinone: A Naphthalene-Annulation Approach to a Discoid Tricycle Using Allenic Acid
Matsushita, Kyohei,Suzuki, Keisuke,Ohmori, Ken
supporting information, p. 944 - 950 (2017/05/10)
A total synthesis of atrovenetin has been achieved. The discoid tricyclic motif was constructed by a novel three-carbon annulation of naphthalene derivative and allenic acid under acidic conditions. An effective protocol for the conversion of atrovenetin
α-Halogenation as a Strategy to Functionalize Cyclohexa-2,4-dienones
Chittimalla, Santhosh Kumar,Koodalingam, Manikandan,Gadi, Vinod Kumar,Anaspure, Prasad
supporting information, p. 475 - 480 (2017/02/24)
A facile pyridine-mediated α-halogenation approach to functionalize cyclohexa-2,4-dienones is developed. A range of reactions, including organometallic coupling protocols, have been applied on these newly obtained halogenated cyclohexa-2,4-dienones, and the results are presented herein.
Unanticipated participation of HCl in nucleophilic chlorination reaction: Expedient route to meta chlorophenols
Chittimalla, Santhosh Kumar,Bandi, Chennakesavulu
supporting information, p. 15 - 19 (2015/12/23)
o-Quinone monoketals participated in a 1,4-addition reaction with HCl furnishing m-chlorophenols in high yields. Several readily available o-quinone monoketals were selected to display the generality of this serendipitous and unprecedented reaction and the results are presented herein.
Substituent effect on di-π-methane reactions of benzopyrazinobarrelenes and benzoquinoxalinobarrelenes
Chuang, Gary J.,Liao, Chun-Chen
supporting information, p. 1301 - 1315 (2017/02/15)
To examine the substituent effect on the di-π-methane (DPM) rearrangement of barrelene-like skeleton, benzopyrazinobarrelene (BPB) and benzoquinoxalinobarrelene (BQB) were utilized as the photoreaction experimental platforms. By the installation of the py
Palladium-catalyzed regioselective synthesis of oxygenated biphenyls
Chittimalla, Santhosh Kumar,Kuppusamy, Rajesh,Akavaram, Naresh
, p. 613 - 618 (2015/06/02)
Palladium-catalyst-mediated Michael addition reaction of arylboronic acids to cyclohexa-2,4-dienones followed by aromatization sequence in one-pot furnished several oxygenated biphenyl derivatives. Application of the developed methodology was successfully
Photoinduced Decarbonylative Rearrangement of Bicyclo[2.2.2]Octenones: Synthesis of the Marasmane Skeleton
Wang, Chun-Chieh,Ku, Yi-Chen,Chuang, Gary Jing
, p. 10979 - 10991 (2015/11/18)
The marasmane sesquiterpenoid structure can be found in the skeleton of a variety of natural products bearing interesting bioactivity. The unique fused-5,6,3-tricyclic ring structure, in which the rings are cis-fused and the five- and three-membered rings are mutually trans, provides a synthetic challenge for organic chemists. In this work, we took advantage of the photoinduced decarbonylative rearrangement of bicyclo[2.2.2]octenone to develop a new methodology for construction of the highly functionalized fused-5,6,3-tricyclic ring structure in a concise reaction sequence.
Access to 3-arylindoles through a tandem one-pot protocol involving dearomatization, a regioselective michael addition reaction, and rearomatization
Chittimalla, Santhosh Kumar,Bandi, Chennakesavulu,Putturu, Sireesha,Kuppusamy, Rajesh,Boellaard, Kevin Christopher,Tan, David Chu Aan,Lum, Demi Ming Jie
, p. 2565 - 2575 (2014/05/06)
A facile, general and rapid protocol for the introduction of oxygenated aryls at the 3-position of indoles is described. This approach consists of a tandem dearomatization, a regioselective Michael addition reaction, and rearomatization in a one-pot three-step sequence to obtain 3-arylindoles in good yields. A non-metal mediated detour method for installing oxygenated aryls at the 3-position of indoles is described. Copyright
A detour route for meta functionalization of phenols
Chittimalla, Santhosh Kumar,Kuppusamy, Rajesh,Bandi, Chennakesavulu
, p. 1991 - 1996 (2014/11/08)
Cyclohexadienones participate in a two-step procedure, a Michael addition followed by aromatization, providing hitherto difficult-to-synthesize meta-functionalized phenol derivatives in good yield. Application of the developed approach is exemplified by synthesizing C-aryl acetophenones, C-aryl glycines, and elemicin - an allylphenol natural product. Georg Thieme Verlag Stuttgart · New York.
Rapid entry to functionally rich bicyclo[4.1.0]heptenone systems
Chittimalla, Santhosh Kumar,Bandi, Chennakesavulu
, p. 13663 - 13667 (2013/08/23)
A facile process for the synthesis of highly substituted bicyclo[4.1.0]heptenones via Corey-Chaykovsky reaction of quinone monoketals is presented. The obtained products were employed to functionalize 3-position of indoles providing compounds which might have potential use in medicinal chemistry.
