2265 (Columbia)

June

Galactic Barrier (TOS 01)

Stardate 1256.9: The Starfleet Corps of Engineers ship U.S.S. Lovell NCC-470 is assigned to provide engineering support to Starbase 47, aka "Vanguard." (SCE #64: "What's Past, Book 4: Distant Early Warning)
Stardate 1271.4: Construction of Starbase 47, aka Vanguard, is completed. (VAN #1: Harbinger")

The U.S.S. Enterprise NCC-1701 begins its Five Year Mission under Captain James T. Kirk. (VOY 265: "Q2")
Stardate 1312.4: After the Enterprise attempts to cross the Great Barrier at the edge of the galaxy, crew members Gary Mitchell and Elizabeth Dehner develop "godlike" psychic powers which threaten the safety of the crew. (TOS 01: "Where No Man Has Gone Before")
Stardate 1321.6: (VAN #1: "Harbinger")
Stardate 1329.1: The Enterprise pursues a vessel and rescues its occupants: interstellar con man Harry Mudd, who is arrested on outstanding charges, and three incredibly beautiful women, his cargo. After Kirk diverts to a mining planet to obtain new dilithium crystals for the Enterprise, Mudd negotiates with the three miners there, exchanging his women for his own profit. Finally, Mudd's deception is revealed as the women are, in fact, taking an illegal Venus drug. Kirk obtains the crystals he needs and takes Mudd back into custody. (TOS 03: "Mudd's Women")

Stardate Unknown: (VAN #2: "Summon the Thunder")
Stardate 1512.2: The Enterprise is menaced by a gigantic alien ship whose commander condemns the crew to death. The alien ship appears all-powerful and the alien commander refuses all attempts at negotiation, forcing Kirk to employ an unorthodox strategy to save the ship. (TOS 02: "The Corbomite Maneuver")
Stardate 1528.4: (6 weeks after "Summon the Thunder", date given in "Open Secrets") (VAN #3: "Reap the Whirlwind")
Stardate 1531.1: The Enterprise visits planet M-113 for a routine medical inspection of the husband-wife archaeological team stationed there, but the crew finds that the wife has been replaced by a deadly, shape-shifting creature. (TOS 05: "The Man Trap")

Charlie Evans (TOS 07)

23 November/Stardate 1533.6: While traveling aboard the Enterprise, a dangerous young man named Charlie Evans terrorizes the crew with his unusual mental powers. (TOS 07: "Charlie X")

Stardate1573.9: (3 weeks after "Reap the Whirlwind") (VAN #4: "Open Secrets")
Stardate 1672.1: While beaming up from planet Alpha 177, a transporter accident splits Captain Kirk into two beings: one "good", who is weak and indecisive, and one "evil", who is overly aggressive and domineering. (TOS 04: "The Enemy Within")
Stardate 1699.0: "The First Artifact" (The Brave and the Bold, Book One) (TOS)
Stardate 1704.2: A strange, intoxicating infection, which lowers the crew's emotional inhibitions, spreads throughout the Enterprise. As the madness spreads, the entire ship is endangered. (TOS 06: "The Naked Time")
Stardate 1709.1: While investigating a series of destroyed outposts, the Enterprise discovers a lone Romulan vessel with a cloaking device. The Romulans, having never been seen by humans, are revealed to visually resemble Vulcans, casting doubt on Mr. Spock's loyalty as the two ships become locked in a cat-and-mouse battle through space. (TOS 08: "Balance of Terror")