Rapid, efficient and chemoselective deoxygenation of sulfoxides to thioethers using NaBH4/I2

Synthesis

Volumn , Issue 3, 2003, Pages 335-336

  Karimi, Babak ^a   Zareyee, Daryoush ^a  

^a INSTITUTE FOR ADVANCED STUDIES IN BASIC SCIENCES IASBS   (Iran)

Author keywords

Deoxygenation; Iodine; Reduction; Sulfides; Sulfoxides

Indexed keywords

ETHERS; IODINE; SODIUM COMPOUNDS;

CHEMOSELECTIVE DEOXYGENATION;

SULFUR COMPOUNDS;

ESTER; FUNCTIONAL GROUP; IODINE; NITRILE; SODIUM BOROHYDRIDE; SULFIDE; SULFOXIDE; TETRAHYDROFURAN;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; DEOXYGENATION; REACTION ANALYSIS; REDUCTION;

EID: 0037231091     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-37349     Document Type: Article

References (16)

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6. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
7. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
8. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
9. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
10. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
11. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
12. For reviews, see: (a) Madesclair, M. Tetrahedron 1988, 44, 6537. (b) Drabowicz, J.; Numata, T.; Oae, S. Org. Prep. Proced. Int. 1977, 9, 63. (c) For more recent leading references, see: Shimizu, M.; Shibuya, K.; Hayakawa, R. Synlett 2000, 1473. (d) See also: Wang, Y.; Koreeda, M. Synlett 1996, 885. (e) See also: Nicolas, E.; Vilaseca, M.; Giralt, E. Tetrahedron 1995, 51, 5701. (f) See also: Wang, J. Q.; Zhang, Y. M. Synth. Commun. 1995, 25, 3545. (g) See also: Mohanazadeh, F.; Momeni, A. R.; Ranjbar, Y. Tetrahedron Lett. 1994, 35, 6127. (h) See also: Drabowicz, J.; Dudzinski, B.; Mikolajczyk, M. Synlett 1992, 252. (i) See also: Firouzabadi, H.; Karimi, B. Synthesis 1999, 500.
13. Miller, S. J.; Collier, T. R.; Wu, W. Tetrahedron Lett. 2000, 41, 3781; and references cited therein.
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