000 02248nam a22002537a 4500
008 230323b |||||||| |||| 00| 0 eng d
041 _aen.
082 _a547
_bSAB
100 _aManna, Sabyasachi
245 _aConstruction of C-C bonds by photocatalysis via radical addition cascade cyclization (RACC) :
_bSynthesis of heteroatom-containing small molecules
260 _aBengaluru :
_bIISc ,
_c2022 .
300 _axxii, 225p.
_ee-Thesis
_bcol. ill. ;
_c29.1 cm * 20.5 cm
_g11.49Mb
500 _aInclude bibliographical references and index
502 _aPhD; 2022; Organic chemistry
520 _aThe thesis presents photocatalytic methods for synthesizing small organic molecules at room temperature. The thesis is divided into four sections. Section A presents the general introduction to the thesis. Section B is presented as a single chapter, which describes an intramolecular ipso-arylative cyclization of aryl alkynoate with tricarbonyl compounds under photocatalytic conditions via radical addition cascade cyclization (RACC). The methodology could be extended to the arylpropiolamides and arylthioates as well. Section C is presented in two Chapters, Chapters 3 and 4. Chapter 3 describes a visible light-mediated difunctionalization of activated alkynes to form coumarin and spirolactones. The coumarins and spirolactones could be formed selectively by tuning the substituent present in the aryl alkynoate. The spirolactones synthesized in this method can be transformed into complex spirocyclic structures under a separate visible light-mediated reaction. Chapter 4 describes a visible light-mediated radical addition cascade cyclization (RACC) between maleimides and phenethylboronic acids to access fused tetrahydro-1H-benzo[e]isoindole-1,3(2H)-diones. The last section is presented as Chapter 5, which deals with a photocatalytic approach to the direct acylation of electron-deficient heteroarenes. The methodology could be used to synthesize biologically active small molecules.
650 _aPhotocatalysis
650 _aBoronic acid
650 _aMaleimide
650 _aAlkynoate
650 _aRadical addition
700 _aPrabhu, K R advised
856 _uhttps://etd.iisc.ac.in/handle/2005/6050
942 _cT
999 _c427163
_d427163