Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Diazirines: carbene precursors par excellence.

Literature DB >> 16618094

Diazirines: carbene precursors par excellence.

Abstract

Diazirines are prime precursors for carbenes. In this Account, we discuss the synthetic and mechanistic dimensions that govern the range, availability, and utility of diazirines. We focus on the Graham reaction, which affords halodiazirines from amidines in a one-pot procedure, and the diazirine exchange reaction, which allows easy replacement of an initial diazirine's halo substituent by a variety of other nucleophiles. Together, the Graham reaction and the diazirine exchange reaction provide an extraordinarily wide range of diazirine precurors for electrophilic, ambiphilic, and nucleophilic carbenes.

Entities: Chemical

Year: 2006 PMID： 16618094 DOI： 10.1021/ar050155h

Source DB: PubMed Journal: Acc Chem Res ISSN： 0001-4842 Impact factor: 22.384

Keyword Cloud
Cited

5 in total

1. A facile metal-free one-flask synthesis of multi-substituted furans via a BF₃·Et₂O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.

Authors: Zixin Zhang; Aimin Huang; Lin Ma; Jian-Hua Xu; Min Zhang
Journal: RSC Adv Date: 2022-05-18 Impact factor: 4.036

2. A Facile Synthesis of Carbamoylsilanes, -boranes and -phosphane Oxides - Isolation of the First Uncomplexed Carbamoylborane.

Authors: Yves Canac; Greg E Aniol; Salvador Conejero; Bruno Donnadieu; Guy Bertrand
Journal: Eur J Inorg Chem Date: 2006-12-01 Impact factor: 2.524

Diazirines: carbene precursors par excellence.

1. A facile metal-free one-flask synthesis of multi-substituted furans via a BF₃·Et₂O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.

2. A Facile Synthesis of Carbamoylsilanes, -boranes and -phosphane Oxides - Isolation of the First Uncomplexed Carbamoylborane.

3. Formal (4+1) cycloaddition of methylenecyclopropanes with 7-aryl-1,3,5-cycloheptatrienes by triple gold(I) catalysis.

Review 4. Recent Advances in Chemical Biology Using Benzophenones and Diazirines as Radical Precursors.

5. Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines.

Diazirines: carbene precursors par excellence.

1. A facile metal-free one-flask synthesis of multi-substituted furans via a BF3·Et2O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.

2. A Facile Synthesis of Carbamoylsilanes, -boranes and -phosphane Oxides - Isolation of the First Uncomplexed Carbamoylborane.

3. Formal (4+1) cycloaddition of methylenecyclopropanes with 7-aryl-1,3,5-cycloheptatrienes by triple gold(I) catalysis.

Review 4. Recent Advances in Chemical Biology Using Benzophenones and Diazirines as Radical Precursors.

5. Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines.

1. A facile metal-free one-flask synthesis of multi-substituted furans via a BF₃·Et₂O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.