Professor Phil Baran
email: pbaran@scripps.edu
website
TAs:
Yi Yang See, BCC-439, 784-7372
email: yysee@scripps.edu
Ruben Martinez , BCC-415, 784-7372
email: rubenm@scripps.edu
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Texts:
Joule and Mills, "Heterocyclic Chemistry"
Ishihara, Montero, and Baran, "The Portable Chemist's Consultant: A Survival Guide for Discovery, Process, and Radiolabeling"
Time: 8:00am - 9:30am (unless specified otherwise)
Location: Keck Auditorium (BCC-1)
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- Lecture 1: Monday, April 3rd - General Reactivity I
- Lecture 2: Wednesday, April 5th - General Reactivity II
- Lecture 3: Friday, April 7th - General Reactivity III
- Lecture 4: Monday April 10th - Pyrroles
- Lecture 5: Wednesday, April 12th - Pyrroles/Furans/Thiophenes
- Furans & Thiophene Synthesis: CliffsNotes (Shenvi, 2004)
- Biotin (Shenvi, 2003)
- Org. Proc. Res. Dev. 1999, 3, 56-59.
- Org. Proc. Res. Dev. 2005, 9, 45-50.
- Tetrahedron 1998, 54, 1955-2020.
- Org. Proc. Res. Dev. 2002, 6, 357-366.
- Lecture 6: Friday, April 14th - Indoles
- Review Session #1:Wednesday, April 19th
- Lecture 7: Monday, April 24th - Indoles/Benzofurans
- Lecture 8: Wednesday, April 26th - Pyridines
- Pyridine Synthesis: CliffsNotes (O'Malley, 2004)
- J. Am. Chem. Soc. 1958, 80, 4659-4670.
- Chem. Rev. 1986, 86, 781-793.
- Org. Lett. 2000, 2, 4201-4204.
- Org. Lett. 2000, 2, 4205-4208.
- Tet. Lett. 2002, 43, 4931-4933.
- J. Med. Chem. 2005, 48, 3474-3477.
- Advances in Heterocyclic Natural Product Synthesis
1996, 3, 1-55 (no link available)
- Lecture 9: Friday, April 28th - Pyridines/Quinolines
- Org. Proc. Res. Dev. 1997, 1, 185-197.
- Org. Proc. Res. Dev. 2002, 6, 242-245.
- Org. Proc. Res. Dev. 2004, 8, 643-650.
- J. Am. Chem. Soc. 1968, 90, 7102-7106.
- J. Am. Chem. Soc. 1971, 93, 4074-4075.
- J. Am. Chem. Soc. 1971, 93, 5575-5576.
- J. Am. Chem. Soc. 1971, 93, 5576-5577.
- Tetrahedron 2003, 59, 8649-8687.
- J. Org. Chem. 1975, 40, 2140-2141.
- Org. Lett. 2004, 6, 3-5.
- Synthesis 2005, 339–360.
- Advances in Heterocyclic Natural Product Synthesis
1992, 2, 377-400 (no link available)
- Lecture 10: Monday, May 1st - Case Studies
- Lecture 11: Wednesday, May 3rd - Pyryliums/Pyrones
- J. Org. Chem. 2003, 68, 5967-5973.
- Tet. Lett. 1990, 51, 7449-7452.
- J. Med. Chem. 1985, 28, 1828-1832.
- J. Med. Chem. 1996, 39, 1303-1313.
- Org. Proc. Res. Dev. 1999, 3, 256-259.
- Org. Proc. Res. Dev. 2000, 4, 488-497.
- Org. Proc. Res. Dev. 2003, 7, 74-81.
- Org. Proc. Res. Dev. 2004, 8, 897-902.
- C & E News 2006, 84(18), 30-32.
- Midterm: Tuesday, May 5th
- Lecture 12: Friday, May 12th - Di-, Tri-, and Tetrazines
- Lecture 13: Monday, May 15th - 1,3 Azoles
- C & E News 2006, 84(14), 36-38.
- Org. Proc. Res. Dev. 2001, 5, 37-44.
- Org. Proc. Res. Dev. 2002, 6, 677-681.
- J. Am. Chem. Soc. 1993, 115, 8449-8450.
- J. Med. Chem. 2002, 45, 1511-1517.
- Org. Lett. 2004, 6, 929-931.
- J. Org. Chem. 1998, 63, 2800-2801.
- Lecture 14: Wednesday, May 17th - 1,2 Azoles
- Isoxazoles & Isothiazoles in Synthesis (Mitsos, 2004)
- Org. Proc. Res. Dev. 1998, 2, 151-156.
- Org. Proc. Res. Dev. 2001, 5, 587-592.
- Org. Proc. Res. Dev. 2003, 7, 521-532.
- Org. Proc. Res. Dev. 2005, 9, 88-97.
- Org. Proc. Res. Dev. 2005, 9, 179-184.
- J. Org. Chem. 2004, 69, 7058-7056.
- Org. Lett. 2006, 8, 3505-3508.
- Org. Lett. 2008, 10, 1307-1310.
- Lecture 15: Thusday, May 18th - Azoles/Purines
- Seminar 1: Monday, May 22nd - Martin Eastgate
- Seminar 2: Wednesday, May 24th - Martin Eastgate
- Lecture 16: Thursday, May 25th - Purines and Azole Case Studies
- Org. Lett. 2003, 5, 2067-2070.
- Org. Lett. 2003, 5, 2071-2074.
- Org. Lett. 2004, 6, 3691-3694.
- Org. Lett. 2005, 7, 2817-2820.
- Nature 2009, 459, 239-242.
- Seminar 3: Friday, May 26th - Martin Eastgate
- Lecture 17: Tuesday, May 30th - Benzodiazepines
- Lecture 18: Wednesday, May 31st - Alkaloid Biosynthesis 101
- J. Org. Chem. 2003, 68, 2529-2539.
- Nat. Prod. Rep. 2004, 21, 224-248.
- Indolizidine Alkaloids (Richter, 2006)
- Morphine and Codeine (Li, 2005)
- Ernest Wenkert (DeMartino, 2005)
- Delphinine Alkaloids (Ambhaikar, 2004)
- Vindoline (Mitsos, 2004)
- Acridine Alkaloids (Lockner, 2006)
- Isoquinoline Alkaloids (Shi, 2006)
- Ajmaline and Sarpagine Alkaloids (Newhouse, 2006)
- Discorhabdin Alkaloids (Krawczuk, 2006)
- Lupin Alkaloids (Seiple, 2006)
- Stemona Alkaloids (Maimone, 2006)
- Lecture 19: Friday, June 2nd - Bridging and Exotic Heterocycles
- Angew. Chem. Int. Ed. 2003, 42, 2010-2023.
- J. Am. Chem. Soc. 2005, 127, 15038-15039.
- Org. Proc. Res. Dev. 1998, 2, 175-185.
- Org. Proc. Res. Dev. 2006, 10, 257-261.
- J. Med. Chem. 2004, 47, 1-9.
- J. Am. Chem. Soc. 2006, 128, 8087-8094.
- Lecture 20: Monday, June 5th - Heterocyclic Potpourri
- Lecture 21: Tuesday, June 6th - Heterocyclic Millionaire-[PROBLEM SET 2 DUE]
- Review Session #2: Thursday, June 8th
- Review Session #3: Friday, June 9th
- Final: Tuesday, June 12th
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2017 Schedule

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