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HFIP-Assisted Denitrogenative Radical Fragmentation Pathway of Areneazo-2-(2-nitro)propanes: Cross-Coupling of Aryl Radicals with Alkynes and Coupling Reagents
- Kim, Daeun;
- Kim, Hun Young;
- Oh, Kyungsoo
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0초록
The HFIP-assisted denitrogenative radical fragmentation of areneazo-2-(2-nitro)propanes, a safer alternative to diazonium salts, generated dinitrogen, nitrogen monoxide, acetone, and aryl radicals. These in situ generated aryl radicals participated in [4 + 2] benzannulations to form phenanthrenes and in diverse cross-coupling reactions, including Sandmeyer-type C-Br/C-Bpin/C-S/C-Se/C-P and C-C bond formations. TEMPO-trapping experiments confirmed their transient nature, enabling versatile approaches to radical-mediated C-C and C-X bond construction under mild and practical conditions.
키워드
Acetone; Glyceryl Trinitrate; Hexafluoro 2 Propanol; Nitric Oxide; Nitrous Oxide; Propane; Acetone; Alkyne; Diazonium Compound; Glyceryl Trinitrate; Hexafluoro 2 Propanol; Nitric Oxide; Nitrous Oxide; Phenanthrene Derivative; Propane; Reagent; Article; Controlled Study; Cross Coupling Reaction; Drug Analysis; Drug Development; Nonhuman; 4+2 BENZANNULATION; DIRECT CONVERSION; ASCORBIC-ACID; ARYLATION; ARYLAMINES; ANILINES; QUINOXALIN-2(1H)-ONES; DEAMINATION; MECHANISMS; GENERATION
- 제목
- HFIP-Assisted Denitrogenative Radical Fragmentation Pathway of Areneazo-2-(2-nitro)propanes: Cross-Coupling of Aryl Radicals with Alkynes and Coupling Reagents
- 저자
- Kim, Daeun; Kim, Hun Young; Oh, Kyungsoo
- 발행일
- 2025-08
- 유형
- Article; Early Access
- 저널명
- Organic Letters
- 권
- 27
- 호
- 31
- 페이지
- 8563 ~ 8567