Two representative members of the phenanthropiperidine alkaloid family, tylophorine (1) and cryptopleurine (2), were synthesized by a bidirectional alkylation strategy employing dibenzylaminoacetonitrile as substrate. This approach relies on unprecedented condensation metallated α-aminonitriles with bromomethylphenanthrenes to provide fully substituted α-aminonitriles, which are subjected NaBH4...

NHC-Pd-PEPPSI-catalyzed α-alkylation of ketones with primary alcohols and tandem Suzuki–Miyaura-coupling/α-alkylation reactions under borrowing hydrogen conditions were reported.

DNA alkylation can cause mutations, epigenetic changes, and even cell death. All living organisms have evolved enzymatic and non-enzymatic strategies for repairing such alkylation damage. AlkB, one of the Escherichia coli adaptive response proteins, uses an α-ketoglutarate/Fe(II)-dependent mechanism that, by chemical oxidation, removes a variety of alkyl lesions from DNA, thus affording protect...

The MIT Faculty has made this article openly available. Please share how this access benefits you. Your story matters. DNA alkylation can cause mutations, epigenetic changes, and even cell death. All living organisms have evolved enzymatic and non-enzymatic strategies for repairing such alkylation damage. AlkB, one of the Escherichia coli adaptive response proteins, uses an α-ketoglutarate/Fe(I...

Attempts to use alkylation to introduce a positive charge at the nitrogen atom of the 4-pyridyl ring in the bis(bidentate) triazole ligand N(4)-(4-pyridyl)-3,5-di(2-pyridyl)-1,2,4-triazole (pydpt) were made to ascertain what effect a strongly electron-withdrawing group would have on the magnetic properties of any subsequent iron(II) complexes. Alkylation of pydpt under relatively mild condition...

A series of 3,5-bis(hetero)arylethenyl-substituted BODIPY derivatives have been prepared by Knoevenagel-type condensation alkyl-substituted with the corresponding aldehydes. 2-Pyrrolylethenyl-substituted feature near-IR emission (?em > 700 nm) a high fluorescence quantum yield. Both maxima and yields are relatively insensitive to solvent polarity, contrary near-IR-emitting 4-(N,N-dimethylaminop...

A series of N-substituted-2,4-thiazolidinedione derivatives (TZDs) were prepared via N-alkylation of 2,4-TZD at position 3 using substituted benzyl halides. Synthesized N-substituted-2,4-TZD was then substituted at position 5 with substituted aromatic aldehyde according to Knoevenagel condensation method. Structures of the compounds were elucidated using various spectral techniques viz. IR, 1HN...