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Joseph N Capilato

Explore the profile of Joseph N Capilato including associated specialties, affiliations and a list of published articles. Areas
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Articles 11
Citations 71
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Recent Articles
1.
Capilato J, Harry S, Siegler M, Lectka T
Chemistry . 2022 Feb; 28(8):e202103922. PMID: 35133051
As appreciation for nonclassical hydrogen bonds has progressively increased, so have efforts to characterize these interesting interactions. Whereas several kinds of C-H hydrogen bonds have been well-studied, much less is...
2.
Capilato J, Pellegrinelli P, Bernard J, Schnorbus L, Philippi S, Mattiucci J, et al.
Org Biomol Chem . 2021 Jun; 19(24):5298-5302. PMID: 34086029
The development of a novel acetyl nitrate mediated oxidative conversion of methyl ketones to carboxylic acid derivatives is described. By analogy to the haloform reaction and supported by experimental and...
3.
Capilato J, Lectka T
J Org Chem . 2021 Mar; 86(8):5771-5777. PMID: 33787260
Arene substitution patterns are well-known to affect the regioselectivity of a given transformation but not necessarily the type of reactivity. Herein, we report that the substitution pattern of alkoxyarenes dictates...
4.
Capilato J, Siegler M, Rowshanpour R, Dudding T, Lectka T
J Org Chem . 2020 Dec; 86(1):1300-1307. PMID: 33300794
A series of steroidal α,β-unsaturated hydrazones is presented whose behavior and reactivity are governed by various types of weak C-H hydrogen bonds. Several interesting features in a representative X-ray crystal...
5.
Ghorbani F, Harry S, Capilato J, Pitts C, Joram J, Peters G, et al.
J Am Chem Soc . 2020 Aug; 142(34):14710-14724. PMID: 32786786
Recently, our group reported that enone and ketone functional groups, upon photoexcitation, can direct site-selective sp C-H fluorination in terpenoid derivatives. How this transformation actually occurred remained mysterious, as a...
6.
Korman A, Sun H, Hua B, Yang H, Capilato J, Paul R, et al.
Proc Natl Acad Sci U S A . 2020 May; 117(22):12080-12086. PMID: 32430319
Small ribozymes such as twister spontaneously cleave their own RNA when the ribozyme folds into its active conformation. The coupling between twister folding and self-cleavage has been difficult to study,...
7.
Capilato J, Pitts C, Rowshanpour R, Dudding T, Lectka T
J Org Chem . 2020 Feb; 85(5):2855-2864. PMID: 32031800
We report a method for the regioselective photochemical sp C-H fluorination of acetonide ketals that presents interesting problems in chemical reactivity. The question of why certain products of the reaction...
8.
Capilato J, Bume D, Lee W, Hoffenberg L, Jokhai R, Lectka T
J Org Chem . 2019 Nov; 84(23):15764. PMID: 31718185
No abstract available.
9.
Capilato J, Bume D, Lee W, Hoffenberg L, Jokhai R, Lectka T
J Org Chem . 2018 Nov; 83(23):14234-14244. PMID: 30418026
The halofunctionalization of alkene substrates remains an essential tool for synthetic chemists. Herein, we report regioselective ammoniofluorination of unactivated alkenes through photochemical means. A one-pot transformation of the ammonium fluoride...
10.
Bume D, Pitts C, Ghorbani F, Harry S, Capilato J, Siegler M, et al.
Chem Sci . 2017 Nov; 8(10):6918-6923. PMID: 29147517
The ubiquitous ketone carbonyl group generally deactivates substrates toward radical-based fluorinations, especially sites closest to it. Herein, ketones are used instead to direct aliphatic fluorination using Selectfluor, catalytic benzil, and...