112403-29-9Relevant articles and documents
Studies towards C-3 functionalization of β-lactams using substituted allylsilanes
Thapar, Renu,Reshma,Bari
, p. 1745 - 1753 (2016)
An effective and stereoselective synthesis of 3-(1′-methyl/phenylallyl)-3-phenylthio-β-lactams (3/4) using substituted allylsilane and Lewis acid is described. The reaction leads to the formation of a mixture of C-3 substituted allyl β-Lactams.
Synthesis of novel spiro-β-lactams
Arora, Renu,Venugopalan,Bari
, p. 125 - 135 (2010)
A new synthetic approach for spiro-β-lactams by cyclization of cis-3-allyl-3-benzylthio-βlactams is presented. The reaction involves step-wise electrophilic addition-dealkylation sequence giving stereospecific synthesis of C-3-spiro-β-lactams. Indian Acad
C-3 β-lactam carbocation equivalents: versatile synthons for C-3 substituted β-lactams
Bhalla, Aman,Madan, Sachin,Venugopalan, Paloth,Bari, Shamsher S.
, p. 5054 - 5063 (2006)
An efficient and operationally simple strategy for the synthesis of differently C-3 monosubstituted (9) and disubstituted (10) monocyclic β-lactams is described. This involves reaction of β-lactam carbocation equivalents (8) with an active aromatic, aliph
A highly stereoselective oxidation and an easy one pot elimination methodology for 3-allyl-3-phenylthio-β-lactams
Bari, Shamsher S.,Nagpal, Reshma,Pandey, Suvidha,Thakur, Aarti,Thapar, Renu
, (2021/12/24)
A novel, facile, highly efficient and stereoselective protocol for the synthesis of cis-3-allyl-3-phenylsulfinyl-β-lactams and 3-allylidene-β-lactams from cis-3-allyl-3-phenylthio-β-lactams using Selectfluor both as an oxidizing agent and as an eliminating agent with temperature as a control parameter over the reaction outcome has been reported. The methodology is able to conquer the earlier reported shortcomings of long reaction time (24–90 hrs.) and lack of control over product ratio. The synthesized compounds will serve as important synthons for compounds of enhanced biological activity and potency.
A general and versatile synthesis of 3-phenylthio β-lactams as lead molecules for 3-methyl-2-azetidinones
Kanwar, Seema,Sharma
, p. 1121 - 1128 (2008/03/29)
(Chemical Equation Presented) Ketene-imine cycloaddition using phosphorus oxychloride and benzenesulfonyl chloride under the described reaction conditions yielded trans 3-phenylthio 2-azetidinones in good yields. Desulfurization using Raney nickel and alk
2,2′-dibenzothiazolyl disulfide: A versatile reagent for the synthesis of 2-azetidinones
Sharma,Kanwar, Seema
, p. 2824 - 2826 (2007/10/03)
2,2′-Dibenzothiazolyl disulfide has been found to be a versatile reagent that provides a convenient and efficient route for the synthesis of β-lactams from Schiffs bases and alkoxy/aryloxy acetic acids. The process involves the formation of thioester of the corresponding acid. Finally, condensation of titanium enolates, derived from these esters, with imines completes the synthesis of 2-azetidinones.
A new synthetic approach for novel C-3 substituted β-lactams
Madan, Sachin,Arora, Renu,Venugopalan,Bari
, p. 5577 - 5581 (2007/10/03)
An effective route to novel C-3 substituted β-lactams is described. This involves reaction of a β-lactam carbocation equivalent with active aromatic nucleophiles in the presence of a Lewis acid. The stereo-specificity of the formation of mono-substituted products may be rationalised on the basis of the SnCl4 mediated intermediate complex A that reacts via an S(N)2 mechanism. (C) 2000 Elsevier Science Ltd.
Synthesis and mechanism of formation of β-lactams from N-methyl imines
Sharma, S. D.,Kaur, Verinder,Saluja, Aarti
, p. 624 - 628 (2007/10/02)
Cycloaddition of N-methyl imines to in situ prepared ketenes derived from thioalkoxy/aryloxy/aryl-acetic acids in the presence of benzenesulfonyl chloride and triethylamine affords a variety of 2-azetidinones (2) in high yields.The stereochemical course o
