152
References
1. Correia CA, Li CJ (2010) Copper-catalyzed cross-dehydrogenative coupling (CDC) of alkynes
and benzylic C-H bonds. Adv Synth Catal 352:1446
2. Deng G, Zhao L, Li CJ (2008) Ruthenium-catalyzed oxidative cross-coupling of chelating
arenes and cycloalkanes. Angew Chem Int Ed 47:6278
3. Wu Y, Choy PY, Mao F, Kwong FY (2013) Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C–H bond acylation of acetanilides. Chem
Commun 49:689
4. Yin Z, Sun P (2012) Palladium-catalyzed direct ortho-acylation through an oxidative coupling
of acetanilides with toluene derivatives. J Org Chem 77:11339
5. Wu Z, Pi C, Cui X, Bai J, Wu Y (2013) Direct C-2 alkylation of quinoline N-oxides with ethers
via palladium-catalyzed dehydrogenative cross-coupling reaction. Adv Synth Catal 355:1971
6. He T, Yu L, Zhang L, Wang L, Wang M (2011) Direct C2-alkylation of azoles with alcohols and ethers through dehydrogenative cross-coupling under metal-free conditions. Org Lett
13:5016
7. Chu XQ, Meng H, Zi Y, Xu XP, Ji SJ (2014) Metal-free oxidative direct C(sp3)–H bond functionalization of ethers with α,α-diaryl allylic alcohols. Chem Commun 50:9718
8. Liu W, Cao H, Zhang H, Zhang H, Chung KH, He C, Wang HB, Kwong F, Lei AW (2010)
Organocatalysis in cross-coupling: DMEDA-catalyzed direct C−H arylation of unactivated
benzene. J Am Chem Soc 132:16737
9. Sun CL, Li H, Yu DG, Yu M, Zhou X, Lu XY, Huang K, Zheng SF, Li BJ, Shi ZJ (2010) An
efficient organocatalytic method for constructing biaryls through aromatic C–H activation. Nat
Chem 2:1044
10. Ueno R, Shirakawa E (2014) Base-promoted dehydrogenative coupling of benzene derivatives
with amides or ethers. Org Biomol Chem 12:7469
11. Jia YX, Kundig EP (2009) Oxindole synthesis by direct coupling of C-H and C-H centers.
Angew Chem Int Ed 48:1636
O
PPh 2 H
O
PHPh 2
radical
addition
AgNO 3
R
N
O
Ar
R
N
O
Ar
PPh 2
O
R
N
O
Ar
PPh 2
O
[O]
- H
R
N
O
Ar
PPh 2
O
Scheme 4.74 Oxidative C-P radical coupling between diphenylphosphine and cinnamamides
W. Liu
References
1. Correia CA, Li CJ (2010) Copper-catalyzed cross-dehydrogenative coupling (CDC) of alkynes
and benzylic C-H bonds. Adv Synth Catal 352:1446
2. Deng G, Zhao L, Li CJ (2008) Ruthenium-catalyzed oxidative cross-coupling of chelating
arenes and cycloalkanes. Angew Chem Int Ed 47:6278
3. Wu Y, Choy PY, Mao F, Kwong FY (2013) Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C–H bond acylation of acetanilides. Chem
Commun 49:689
4. Yin Z, Sun P (2012) Palladium-catalyzed direct ortho-acylation through an oxidative coupling
of acetanilides with toluene derivatives. J Org Chem 77:11339
5. Wu Z, Pi C, Cui X, Bai J, Wu Y (2013) Direct C-2 alkylation of quinoline N-oxides with ethers
via palladium-catalyzed dehydrogenative cross-coupling reaction. Adv Synth Catal 355:1971
6. He T, Yu L, Zhang L, Wang L, Wang M (2011) Direct C2-alkylation of azoles with alcohols and ethers through dehydrogenative cross-coupling under metal-free conditions. Org Lett
13:5016
7. Chu XQ, Meng H, Zi Y, Xu XP, Ji SJ (2014) Metal-free oxidative direct C(sp3)–H bond functionalization of ethers with α,α-diaryl allylic alcohols. Chem Commun 50:9718
8. Liu W, Cao H, Zhang H, Zhang H, Chung KH, He C, Wang HB, Kwong F, Lei AW (2010)
Organocatalysis in cross-coupling: DMEDA-catalyzed direct C−H arylation of unactivated
benzene. J Am Chem Soc 132:16737
9. Sun CL, Li H, Yu DG, Yu M, Zhou X, Lu XY, Huang K, Zheng SF, Li BJ, Shi ZJ (2010) An
efficient organocatalytic method for constructing biaryls through aromatic C–H activation. Nat
Chem 2:1044
10. Ueno R, Shirakawa E (2014) Base-promoted dehydrogenative coupling of benzene derivatives
with amides or ethers. Org Biomol Chem 12:7469
11. Jia YX, Kundig EP (2009) Oxindole synthesis by direct coupling of C-H and C-H centers.
Angew Chem Int Ed 48:1636
O
PPh 2 H
O
PHPh 2
radical
addition
AgNO 3
R
N
O
Ar
R
N
O
Ar
PPh 2
O
R
N
O
Ar
PPh 2
O
[O]
- H
R
N
O
Ar
PPh 2
O
Scheme 4.74 Oxidative C-P radical coupling between diphenylphosphine and cinnamamides
W. Liu