306
36. Martin R, Buchwald SL (2008) Palladium-Catalyzed Suzuki−Miyaura Cross-Coupling
Reactions Employing Dialkylbiaryl Phosphine Ligands. Acc. Chem. Res. 41:1461
37. Saito B, Fu GC (2007) Alkyl−Alkyl Suzuki Cross-Couplings of Unactivated Secondary
Alkyl Halides at Room Temperature. J. Amer. Chem. Soc. 129:9602
38. Diebolt O, Braunstein P, Nolan SP, Cazin CS (2008) Room-temperature activation of aryl
chlorides in Suzuki–Miyaura coupling using a [Pd(μ-Cl)Cl(NHC)]2 complex (NHC =
N-heterocyclic carbene). Chem. Commun. 27:3190
39. Billingsley KL, Buchwald SL (2008) A general and efficient method for the Suzuki-Miyaura
coupling of 2-pyridyl nucleophiles. Angew. Chem. Int. Ed., 47:4695
40. Garrett CE, Prasad K (2004) The Art of Meeting Palladium Specifications in Active
Pharmaceutical Ingredients Produced by Pd‐Catalyzed Reactions. Adv. Synth. Catal. 346:889
41. Welch CJ, Albaneze-Walker J, Leonard WR, Biba M, DaSilva J, Henderson D, Laing B,
Mathre DJ, Spencer S, Bu X, Wang T (2005) Adsorbent Screening for Metal Impurity
Removal in Pharmaceutical Process Research. Org. Process Res. Dev. 9:198
42. Kuriyama M, Nagai K, Yamada K-i, Miwa Y, Taga T, Tomioka K (2002) Hemilabile
Amidomonophosphine Ligand−Rhodium(I) Complex-Catalyzed Asymmetric 1,4-Addition
of Arylboronic Acids to Cycloalkenones. J. Am. Chem. Soc. 124:8932
43. Lautenes M, Dockendorff C, Fagnou K, Malicki A (2002) Rhodium-Catalyzed Asymmetric
Ring Opening of Oxabicyclic Alkenes with Organoboronic Acids. Org. lett. 4:1311
44. Jang H-Y, Krische MJ (2004) Catalytic C−C Bond Formation via Capture of Hydrogenation
Intermediates. Acc. Chem. Res. 37:653
45. Enthaler S, Junge K, Beller M (2008) Sustainable Metal Catalysis with Iron: From Rust to a
Rising Star? Angew. Chem., Int. Ed. 47:3317
46. Piontek A, Bisz E, Szostak M (2018) Iron-Catalyzed Cross-Couplings in the Synthesis of
Pharmaceuticals: In Pursuit of Sustainability. Angew. Chem. Int. Ed. 57:11116
47. Guideline on the specification limits for residues of metal catalysts or metal reagents,
European Medicines Agency, London, 21-02-2008. Document reference EMEA/CHMP/
SWP/4446/2000
48. Cole-Hamilton DJ, Tooze RP (eds) (2006) Homogeneous catalysis advantages, problems in
catalyst separation, recovery, recycling. Springer, Dordrecht
49. Baker RT, Tumas W (1999) Toward Greener Chemistry. Science 284:1477
50. Reay AJ, Fairlamb IJS (2015) Catalytic C–H bond functionalisation chemistry: the case for
quasi-heterogeneous catalysis. Chem. Commun. 51:16289
51. Santoro S, Kozhushkov SI, Ackermann L, Vaccaro L (2016) Heterogeneous catalytic
approaches in C–H activation reactions. Green Chem. 18:3471
52. Mizuno N, Misono M (1998) Heterogeneous Catalysis. Chem. Rev. 98:199
53. Yoon M, Srirambalaji R, Kim K (2012) Homochiral Metal–Organic Frameworks for
Asymmetric Heterogeneous Catalysis. Chem. Rev. 112:1196
54. Warner JC, Anastas (1998) Green Chemistry, Oxford Univeristy Press, New York
55. Cano R, Schmidt AF, McGlacken GP (2015) Direct arylation and heterogeneous catalysis;
ever the twain shall meet. Chem. Sci. 6:5338
56. Ranu BC, Bhadra S, Saha D (2011) Green recyclable supported catalyst for useful organic
transformations. Curr. Org. Synth. 8:146
57. Molnár Á (2011) Efficient, Selective, and Recyclable Palladium Catalysts in Carbon−Carbon
Coupling Reactions. Chem. Rev. 111:2251
58. Parsharamulu T, Venkanna D, Kantam ML, Bhargava SK, Srinivasu P (2014) The First
Example of ortho-Arylation of Benzamides over Pd/Mesoporous Silica: A Novel Approach
for Direct sp2 C–H Bond Activation. Ind. Eng. Chem. Res. 53:20075
59. Miura H, Wada K, Hosokawa S, Inoue M (2010) Recyclable Solid Ruthenium Catalysts for
the Direct Arylation of Aromatic C–H Bonds. Chem. –Eur. J. 16:4186
60. Miura H, Wada K, Hosokawa S, Inoue M. (2010) Catalytic Addition of Aromatic C–H Bonds
to Vinylsilanes in the Presence of Ru/CeO2. Chem-CatChem 2:1223
D. S. Deshmukh et al.
36. Martin R, Buchwald SL (2008) Palladium-Catalyzed Suzuki−Miyaura Cross-Coupling
Reactions Employing Dialkylbiaryl Phosphine Ligands. Acc. Chem. Res. 41:1461
37. Saito B, Fu GC (2007) Alkyl−Alkyl Suzuki Cross-Couplings of Unactivated Secondary
Alkyl Halides at Room Temperature. J. Amer. Chem. Soc. 129:9602
38. Diebolt O, Braunstein P, Nolan SP, Cazin CS (2008) Room-temperature activation of aryl
chlorides in Suzuki–Miyaura coupling using a [Pd(μ-Cl)Cl(NHC)]2 complex (NHC =
N-heterocyclic carbene). Chem. Commun. 27:3190
39. Billingsley KL, Buchwald SL (2008) A general and efficient method for the Suzuki-Miyaura
coupling of 2-pyridyl nucleophiles. Angew. Chem. Int. Ed., 47:4695
40. Garrett CE, Prasad K (2004) The Art of Meeting Palladium Specifications in Active
Pharmaceutical Ingredients Produced by Pd‐Catalyzed Reactions. Adv. Synth. Catal. 346:889
41. Welch CJ, Albaneze-Walker J, Leonard WR, Biba M, DaSilva J, Henderson D, Laing B,
Mathre DJ, Spencer S, Bu X, Wang T (2005) Adsorbent Screening for Metal Impurity
Removal in Pharmaceutical Process Research. Org. Process Res. Dev. 9:198
42. Kuriyama M, Nagai K, Yamada K-i, Miwa Y, Taga T, Tomioka K (2002) Hemilabile
Amidomonophosphine Ligand−Rhodium(I) Complex-Catalyzed Asymmetric 1,4-Addition
of Arylboronic Acids to Cycloalkenones. J. Am. Chem. Soc. 124:8932
43. Lautenes M, Dockendorff C, Fagnou K, Malicki A (2002) Rhodium-Catalyzed Asymmetric
Ring Opening of Oxabicyclic Alkenes with Organoboronic Acids. Org. lett. 4:1311
44. Jang H-Y, Krische MJ (2004) Catalytic C−C Bond Formation via Capture of Hydrogenation
Intermediates. Acc. Chem. Res. 37:653
45. Enthaler S, Junge K, Beller M (2008) Sustainable Metal Catalysis with Iron: From Rust to a
Rising Star? Angew. Chem., Int. Ed. 47:3317
46. Piontek A, Bisz E, Szostak M (2018) Iron-Catalyzed Cross-Couplings in the Synthesis of
Pharmaceuticals: In Pursuit of Sustainability. Angew. Chem. Int. Ed. 57:11116
47. Guideline on the specification limits for residues of metal catalysts or metal reagents,
European Medicines Agency, London, 21-02-2008. Document reference EMEA/CHMP/
SWP/4446/2000
48. Cole-Hamilton DJ, Tooze RP (eds) (2006) Homogeneous catalysis advantages, problems in
catalyst separation, recovery, recycling. Springer, Dordrecht
49. Baker RT, Tumas W (1999) Toward Greener Chemistry. Science 284:1477
50. Reay AJ, Fairlamb IJS (2015) Catalytic C–H bond functionalisation chemistry: the case for
quasi-heterogeneous catalysis. Chem. Commun. 51:16289
51. Santoro S, Kozhushkov SI, Ackermann L, Vaccaro L (2016) Heterogeneous catalytic
approaches in C–H activation reactions. Green Chem. 18:3471
52. Mizuno N, Misono M (1998) Heterogeneous Catalysis. Chem. Rev. 98:199
53. Yoon M, Srirambalaji R, Kim K (2012) Homochiral Metal–Organic Frameworks for
Asymmetric Heterogeneous Catalysis. Chem. Rev. 112:1196
54. Warner JC, Anastas (1998) Green Chemistry, Oxford Univeristy Press, New York
55. Cano R, Schmidt AF, McGlacken GP (2015) Direct arylation and heterogeneous catalysis;
ever the twain shall meet. Chem. Sci. 6:5338
56. Ranu BC, Bhadra S, Saha D (2011) Green recyclable supported catalyst for useful organic
transformations. Curr. Org. Synth. 8:146
57. Molnár Á (2011) Efficient, Selective, and Recyclable Palladium Catalysts in Carbon−Carbon
Coupling Reactions. Chem. Rev. 111:2251
58. Parsharamulu T, Venkanna D, Kantam ML, Bhargava SK, Srinivasu P (2014) The First
Example of ortho-Arylation of Benzamides over Pd/Mesoporous Silica: A Novel Approach
for Direct sp2 C–H Bond Activation. Ind. Eng. Chem. Res. 53:20075
59. Miura H, Wada K, Hosokawa S, Inoue M (2010) Recyclable Solid Ruthenium Catalysts for
the Direct Arylation of Aromatic C–H Bonds. Chem. –Eur. J. 16:4186
60. Miura H, Wada K, Hosokawa S, Inoue M. (2010) Catalytic Addition of Aromatic C–H Bonds
to Vinylsilanes in the Presence of Ru/CeO2. Chem-CatChem 2:1223
D. S. Deshmukh et al.