In: ACS Sensors, 2020, vol. 5, no. 8, p. 2338–2343
Reactions templated by nucleic acids are currently at the heart of applications in biosensing and drug release. The number of chemical reactions selectively occurring only in the presence of the template, in aqueous solutions, and at room temperature and able to release a chemical moiety is still very limited. Here, we report the use of the p-nitrophenyl carbonate (NPC) as a new reactive...
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In: CHIMIA International Journal for Chemistry, 2019, vol. 73, no. 9, p. 720–723
Photochemical reactions are often presented as intrinsically environmentally friendly ('green'). This may be indeed the case, but only in particular circumstances. This short essay comments on various aspects of the greenness of photochemical reactions, both in a historical (when only mercury-based hard UV light sources were available) and a current (with the recent introduction of LED...
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In: European Journal of Organic Chemistry, 2018, vol. 2018, no. 3, p. 316–328
The photochemical extrusion of gaseous nitrogen from 2,5-disubstituted tetrazoles to generate reactive nitrilimines in situ represents an efficient and attractive way to form dipoles that can be used to provide useful chemicals via 1,3-dipolar cycloadditions. The concept of “photoclick chemistry” already inspired numerous researchers, who exploited photochemical processes involving...
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In: European Journal of Organic Chemistry, 2017, vol. 2017, no. 22, p. 3197–3210
The photolysis of N-aryltriazoles and N-arylbenzotriazoles leads to indoles and carbazoles, respectively. Because libraries of triazoles can be accessed rapidly, for example by the copper-catalyzed [3+2] cycloaddition reaction between alkynes and azides, this reaction allows the preparation of indoles in a single operation, by the simultaneous photolysis of the precursor library. As an example of...
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In: CHIMIA International Journal for Chemistry, 2013, vol. 67, no. 12, p. 896–898
The laboratory preparation of peptides, once a challenge, is now a standard operation that can be automatised. However, the need for particular protecting groups requiring relatively harsh conditions for their removal (strong acids or bases) and reactive coupling agents can be problematic in specific cases (e.g. in a cell or in a microfluidic device). In this account, we describe our efforts...
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In: Synlett, 2012, vol. 15, p. 2231-2233
photochemistry; heterocycles; singlet oxygen; rearrangement; pyrroles; furans
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In: Chimia, 2009, vol. 63, no. 12, p. 872-873
The author describes his early steps as an independent researcher at the University of Geneva. His interest in synthetic organic photochemistry came from his past non-experience at the Universities of Geneva and Stanford, where he worked mainly on natural product synthesis and transition-metal catalysis.
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In: Journal of Organic Chemistry, 2009, vol. 74, no. 12, p. 4519–4524
A range of N-protected-α-amino acyl-5,7-dinitroindolines 3a−z were prepared in good yields from commercially available N-protected-α-amino acids 1a−z by a two-step sequence of acylation and intramolecular amide N-arylation. Subsequent photochemical acylation of the N-protected-α-amino acyl-5,7-dinitroindolines 3e,g,r afforded the corresponding N-protected-α-amino acid amides 22e,g,r...
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In: European Journal of Organic Chemistry, 2007, p. 2073 - 2077
We report here conditions which allow the photoacylation of primary, secondary and tertiary alcohols with N-acetyl-5,7-dinitroindoline under exceptionally mild conditions, at wavelengths harmless to most functional groups, including otherwise photosensitive ones.
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In: Heterocycles, 2006, vol. 67, no. 2, p. 797-805
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